Organic electroluminescent materials and devices

ABSTRACT

Novel ligands for metal complexes containing five-membered ring fused on pyrimidine ring combined with partially fluorinated side chains exhibiting improved external quantum efficiency and lifetime are disclosed.

CROSS-REFERENCE TO RELATED APPLICATIONS

This application is a non-provisional U.S. patent application claimingpriority, under 35 U.S.C. §119(e)(1), to U.S. Patent Application Ser.No. 62/171,005, filed on Jun. 4, 2015, the entire contents of which areincorporated herein by reference.

PARTIES TO A JOINT RESEARCH AGREEMENT

The claimed invention was made by, on behalf of, and/or in connectionwith one or more of the following parties to a joint universitycorporation research agreement: The Regents of the University ofMichigan. Princeton University, University of Southern California, andthe Universal Display Corporation. The agreement was in effect on andbefore the date the claimed invention was made, and the claimedinvention was made as a result of activities undertaken within the scopeof the agreement.

FIELD OF THE INVENTION

The present invention relates to compounds for use as emitters, anddevices, such as organic light emitting diodes, including the same.

BACKGROUND

Opto-electronic devices that make use of organic materials are becomingincreasingly desirable for a number of reasons. Many of the materialsused to make such devices are relatively inexpensive, so organicopto-electronic devices have the potential for cost advantages overinorganic devices. In addition, the inherent properties of organicmaterials, such as their flexibility, may make them well suited forparticular applications such as fabrication on a flexible substrate.Examples of organic opto-electronic devices include organic lightemitting diodes/devices (OLEDs), organic phototransistors, organicphotovoltaic cells, and organic photodetectors. For OLEDs, the organicmaterials may have performance advantages over conventional materials.For example, the wavelength at which an organic emissive layer emitslight may generally be readily tuned with appropriate dopants.

OLEDs make use of thin organic films that emit light when voltage isapplied across the device. OLEDs are becoming an increasinglyinteresting technology for use in applications such as flat paneldisplays, illumination, and backlighting. Several OLED materials andconfigurations are described in U.S. Pat. Nos. 5,844,363, 6,303,238, and5,707,745, which are incorporated herein by reference in their entirety.

One application for phosphorescent emissive molecules is a full colordisplay. Industry standards for such a display call for pixels adaptedto emit particular colors, referred to as “saturated” colors. Inparticular, these standards call for saturated red, green, and bluepixels. Alternatively the OLED can be designed to emit white light. Inconventional liquid crystal displays emission from a white backlight isfiltered using absorption filters to produce red, green and blueemission. The same technique can also be used with OLEDs. The white OLEDcan be either a single EML device or a stack structure. Color may bemeasured using CIE coordinates, which are well known to the art.

One example of a green emissive molecule is tris(2-phenylpyridine)iridium, denoted Ir(ppy)₃, which has the following structure:

In this, and later figures herein, we depict the dative bond fromnitrogen to metal (here, Ir) as a straight line.

As used herein, the term “organic” includes polymeric materials as wellas small molecule organic materials that may be used to fabricateorganic opto-electronic devices. “Small molecule” refers to any organicmaterial that is not a polymer, and “small molecules” may actually bequite large. Small molecules may include repeat units in somecircumstances. For example, using a long chain alkyl group as asubstituent does not remove a molecule from the “small molecule” class.Small molecules may also be incorporated into polymers, for example as apendent group on a polymer backbone or as a part of the backbone. Smallmolecules may also serve as the core moiety of a dendrimer, whichconsists of a series of chemical shells built on the core moiety. Thecore moiety of a dendrimer may be a fluorescent or phosphorescent smallmolecule emitter. A dendrimer may be a “small molecule,” and it isbelieved that all dendrimers currently used in the field of OLEDs aresmall molecules.

As used herein. “top” means furthest away from the substrate, while“bottom” means closest to the substrate. Where a first layer isdescribed as “disposed over” a second layer, the first layer is disposedfurther away from substrate. There may be other layers between the firstand second layer, unless it is specified that the first layer is “incontact with” the second layer. For example, a cathode may be describedas “disposed over” an anode, even though there are various organiclayers in between.

As used herein, “solution processable” means capable of being dissolved,dispersed, or transported in and/or deposited from a liquid medium,either in solution or suspension form.

A ligand may be referred to as “photoactive” when it is believed thatthe ligand directly contributes to the photoactive properties of anemissive material. A ligand may be referred to as “ancillary” when it isbelieved that the ligand does not contribute to the photoactiveproperties of an emissive material, although an ancillary ligand mayalter the properties of a photoactive ligand.

As used herein, and as would be generally understood by one skilled inthe art, a first “Highest Occupied Molecular Orbital” (HOMO) or “LowestUnoccupied Molecular Orbital” (LUMO) energy level is “greater than” or“higher than” a second HOMO or LUMO energy level if the first energylevel is closer to the vacuum energy level. Since ionization potentials(IP) are measured as a negative energy relative to a vacuum level, ahigher HOMO energy level corresponds to an IP having a smaller absolutevalue (an IP that is less negative). Similarly, a higher LUMO energylevel corresponds to an electron affinity (EA) having a smaller absolutevalue (an EA that is less negative). On a conventional energy leveldiagram, with the vacuum level at the top, the LUMO energy level of amaterial is higher than the HOMO energy level of the same material. A“higher” HOMO or LUMO energy level appears closer to the top of such adiagram than a “lower” HOMO or LUMO energy level.

As used herein, and as would be generally understood by one skilled inthe art, a first work function is “greater than” or “higher than” asecond work function if the first work function has a higher absolutevalue. Because work functions are generally measured as negative numbersrelative to vacuum level, this means that a “higher” work function ismore negative. On a conventional energy level diagram, with the vacuumlevel at the top, a “higher” work function is illustrated as furtheraway from the vacuum level in the downward direction. Thus, thedefinitions of HOMO and LUMO energy levels follow a different conventionthan work functions.

More details on OLEDs, and the definitions described above, can be foundin U.S. Pat. No. 7,279,704, which is incorporated herein by reference inits entirety.

SUMMARY

According to some embodiments of the present disclosure, a heterolepticcompound having a formula Ir(L_(A))_(n)(L_(B))_(3-n) is disclosed. Inthe formula Ir(L_(A))_(n)(L_(B))_(3-n),

the ligand L_(A) is

the ligand L_(B) is

L_(A) is a different ligand from L_(B);

n is 1 or 2;

rings A, C, and D are each independently a 5-membered or 6-memberedcarbocyclic or heterocyclic ring;

R^(A), R^(C), and R^(D) each independently represent mono, di, tri, ortetra-substitution, or no substitution;

R^(B) represents mono, di, tri, or tetra-substitution;

at least one R^(B) has the following structure:

wherein X¹, X², X³, X⁴, and X⁵ are each independently carbon ornitrogen;

wherein R^(A), R^(B), R^(C), R^(D), R^(X), R^(Y), and R^(Z) are eachindependently selected from the group consisting of hydrogen, deuterium,halogen, alkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy, aryloxy,amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl,heteroaryl, acyl, carbonyl, carboxylic acid, ester, nitrile, isonitrile,sulfanyl, sulfomyl, sulfonyl, phosphino, and combinations thereof, andany two adjacent substituents are optionally joined or fused into aring;

wherein R¹, and R² are each independently selected from the groupconsisting of alkyl, cycloalkyl, partially fluorinated alkyl, partiallyfluorinated cycloalkyl, and their partially deuterated or fullydeuterated analogs, and combinations thereof;

wherein in each of the R¹, and R², if a carbon has a fluorine atomattached thereto, then said carbon is separated by at least one carbonatom from the ring E; and

wherein R¹ and R² are each attached to the ring E by a carbon that is aprimary, secondary, tertiary, or a quaternary carbon.

According to another aspect of the present disclosure, a first organiclight emitting device incorporating the heteroleptic compound isdisclosed.

According to some embodiments, a formulation comprising the heterolepticcompound is also disclosed.

BRIEF DESCRIPTION OF THE DRAWINGS

FIG. 1 shows an organic light emitting device.

FIG. 2 shows an inverted organic light emitting device that does nothave a separate electron transport layer.

DETAILED DESCRIPTION

Generally, an OLED comprises at least one organic layer disposed betweenand electrically connected to an anode and a cathode. When a current isapplied, the anode injects holes and the cathode injects electrons intothe organic layer(s). The injected holes and electrons each migratetoward the oppositely charged electrode. When an electron and holelocalize on the same molecule, an “exciton,” which is a localizedelectron-hole pair having an excited energy state, is formed. Light isemitted when the exciton relaxes via a photoemissive mechanism. In somecases, the exciton may be localized on an excimer or an exciplex.Non-radiative mechanisms, such as thermal relaxation, may also occur,but are generally considered undesirable.

The initial OLEDs used emissive molecules that emitted light from theirsinglet states (“fluorescence”) as disclosed, for example, in U.S. Pat.No. 4,769,292, which is incorporated by reference in its entirety.Fluorescent emission generally occurs in a time frame of less than 10nanoseconds.

More recently, OLEDs having emissive materials that emit light fromtriplet states (“phosphorescence”) have been demonstrated. Baldo et al.,“Highly Efficient Phosphorescent Emission from OrganicElectroluminescent Devices,” Nature, vol. 395, 151-154, 1998;(“Baldo-I”) and Baldo et al., “Very high-efficiency green organiclight-emitting devices based on electrophosphorescence,” Appl. Phys.Lett., vol. 75, No. 3, 4-6 (1999) (“Baldo-II”), are incorporated byreference in their entireties. Phosphorescence is described in moredetail in U.S. Pat. No. 7,279,704 at cols. 5-6, which are incorporatedby reference.

FIG. 1 shows an organic light emitting device 100. The figures are notnecessarily drawn to scale. Device 100 may include a substrate 110, ananode 115, a hole injection layer 120, a hole transport layer 125, anelectron blocking layer 130, an emissive layer 135, a hole blockinglayer 140, an electron transport layer 145, an electron injection layer150, a protective layer 155, a cathode 160, and a barrier layer 170.Cathode 160 is a compound cathode having a first conductive layer 162and a second conductive layer 164. Device 100 may be fabricated bydepositing the layers described, in order. The properties and functionsof these various layers, as well as example materials, are described inmore detail in U.S. Pat. No. 7,279,704 at cols. 6-10, which areincorporated by reference.

More examples for each of these layers are available. For example, aflexible and transparent substrate-anode combination is disclosed inU.S. Pat. No. 5,844,363, which is incorporated by reference in itsentirety. An example of a p-doped hole transport layer is m-MTDATA dopedwith F₄-TCNQ at a molar ratio of 50:1, as disclosed in U.S. PatentApplication Publication No. 2003/0230980, which is incorporated byreference in its entirety. Examples of emissive and host materials aredisclosed in U.S. Pat. No. 6,303,238 to Thompson et al., which isincorporated by reference in its entirety. An example of an n-dopedelectron transport layer is BPhen doped with Li at a molar ratio of 1:1,as disclosed in U.S. Patent Application Publication No. 2003/0230980,which is incorporated by reference in its entirety. U.S. Pat. Nos.5,703,436 and 5,707,745, which are incorporated by reference in theirentireties, disclose examples of cathodes including compound cathodeshaving a thin layer of metal such as Mg:Ag with an overlyingtransparent, electrically-conductive, sputter-deposited ITO layer. Thetheory and use of blocking layers is described in more detail in U.S.Pat. No. 6,097,147 and U.S. Patent Application Publication No.2003/0230980, which are incorporated by reference in their entireties.Examples of injection layers are provided in U.S. Patent ApplicationPublication No. 2004/0174116, which is incorporated by reference in itsentirety. A description of protective layers may be found in U.S. PatentApplication Publication No. 2004/0174116, which is incorporated byreference in its entirety.

FIG. 2 shows an inverted OLED 200. The device includes a substrate 210,a cathode 215, an emissive layer 220, a hole transport layer 225, and ananode 230. Device 200 may be fabricated by depositing the layersdescribed, in order. Because the most common OLED configuration has acathode disposed over the anode, and device 200 has cathode 215 disposedunder anode 230, device 200 may be referred to as an “inverted” OLED.Materials similar to those described with respect to device 100 may beused in the corresponding layers of device 200. FIG. 2 provides oneexample of how some layers may be omitted from the structure of device100.

The simple layered structure illustrated in FIGS. 1 and 2 is provided byway of non-limiting example, and it is understood that embodiments ofthe invention may be used in connection with a wide variety of otherstructures. The specific materials and structures described areexemplary in nature, and other materials and structures may be used.Functional OLEDs may be achieved by combining the various layersdescribed in different ways, or layers may be omitted entirely, based ondesign, performance, and cost factors. Other layers not specificallydescribed may also be included. Materials other than those specificallydescribed may be used. Although many of the examples provided hereindescribe various layers as comprising a single material, it isunderstood that combinations of materials, such as a mixture of host anddopant, or more generally a mixture, may be used. Also, the layers mayhave various sublayers. The names given to the various layers herein arenot intended to be strictly limiting. For example, in device 200, holetransport layer 225 transports holes and injects holes into emissivelayer 220, and may be described as a hole transport layer or a holeinjection layer. In one embodiment, an OLED may be described as havingan “organic layer” disposed between a cathode and an anode. This organiclayer may comprise a single layer, or may further comprise multiplelayers of different organic materials as described, for example, withrespect to FIGS. 1 and 2.

Structures and materials not specifically described may also be used,such as OLEDs comprised of polymeric materials (PLEDs) such as disclosedin U.S. Pat. No. 5,247,190 to Friend et al., which is incorporated byreference in its entirety. By way of further example, OLEDs having asingle organic layer may be used. OLEDs may be stacked, for example asdescribed in U.S. Pat. No. 5,707,745 to Forrest et al, which isincorporated by reference in its entirety. The OLED structure maydeviate from the simple layered structure illustrated in FIGS. 1 and 2.For example, the substrate may include an angled reflective surface toimprove out-coupling, such as a mesa structure as described in U.S. Pat.No. 6,091,195 to Forrest et al., and/or a pit structure as described inU.S. Pat. No. 5,834,893 to Bulovic et al., which are incorporated byreference in their entireties.

Unless otherwise specified, any of the layers of the various embodimentsmay be deposited by any suitable method. For the organic layers,preferred methods include thermal evaporation, ink-jet, such asdescribed in U.S. Pat. Nos. 6,013,982 and 6,087,196, which areincorporated by reference in their entireties, organic vapor phasedeposition (OVPD), such as described in U.S. Pat. No. 6,337,102 toForrest et al., which is incorporated by reference in its entirety, anddeposition by organic vapor jet printing (OVJP), such as described inU.S. Pat. No. 7,431,968, which is incorporated by reference in itsentirety. Other suitable deposition methods include spin coating andother solution based processes. Solution based processes are preferablycarried out in nitrogen or an inert atmosphere. For the other layers,preferred methods include thermal evaporation. Preferred patterningmethods include deposition through a mask, cold welding such asdescribed in U.S. Pat. Nos. 6,294,398 and 6,468,819, which areincorporated by reference in their entireties, and patterning associatedwith some of the deposition methods such as ink-jet and OVJD. Othermethods may also be used. The materials to be deposited may be modifiedto make them compatible with a particular deposition method. Forexample, substituents such as alkyl and aryl groups, branched orunbranched, and preferably containing at least 3 carbons, may be used insmall molecules to enhance their ability to undergo solution processing.Substituents having 20 carbons or more may be used, and 3-20 carbons isa preferred range. Materials with asymmetric structures may have bettersolution processability than those having symmetric structures, becauseasymmetric materials may have a lower tendency to recrystallize.Dendrimer substituents may be used to enhance the ability of smallmolecules to undergo solution processing.

Devices fabricated in accordance with embodiments of the presentinvention may further optionally comprise a barrier layer. One purposeof the barrier layer is to protect the electrodes and organic layersfrom damaging exposure to harmful species in the environment includingmoisture, vapor and/or gases, etc. The barrier layer may be depositedover, under or next to a substrate, an electrode, or over any otherparts of a device including an edge. The barrier layer may comprise asingle layer, or multiple layers. The barrier layer may be formed byvarious known chemical vapor deposition techniques and may includecompositions having a single phase as well as compositions havingmultiple phases. Any suitable material or combination of materials maybe used for the barrier layer. The barrier layer may incorporate aninorganic or an organic compound or both. The preferred barrier layercomprises a mixture of a polymeric material and a non-polymeric materialas described in U.S. Pat. No. 7,968,146, PCT Pat. Application Nos.PCT/US2007/023098 and PCT/US2009/042829, which are herein incorporatedby reference in their entireties. To be considered a “mixture”, theaforesaid polymeric and non-polymeric materials comprising the barrierlayer should be deposited under the same reaction conditions and/or atthe same time. The weight ratio of polymeric to non-polymeric materialmay be in the range of 95:5 to 5:95. The polymeric material and thenon-polymeric material may be created from the same precursor material.In one example, the mixture of a polymeric material and a non-polymericmaterial consists essentially of polymeric silicon and inorganicsilicon.

Devices fabricated in accordance with embodiments of the invention canbe incorporated into a wide variety of electronic component modules (orunits) that can be incorporated into a variety of electronic products orintermediate components. Examples of such electronic products orintermediate components include display screens, lighting devices suchas discrete light source devices or lighting panels, etc. that can beutilized by the end-user product manufacturers. Such electroniccomponent modules can optionally include the driving electronics and/orpower source(s). Devices fabricated in accordance with embodiments ofthe invention can be incorporated into a wide variety of consumerproducts that have one or more of the electronic component modules (orunits) incorporated therein. Such consumer products would include anykind of products that include one or more light source(s) and/or one ormore of some type of visual displays. Some examples of such consumerproducts include flat panel displays, computer monitors, medicalmonitors, televisions, billboards, lights for interior or exteriorillumination and/or signaling, heads-up displays, fully or partiallytransparent displays, flexible displays, laser printers, telephones,cell phones, tablets, phablets, personal digital assistants (PDAs),wearable device, laptop computers, digital cameras, camcorders,viewfinders, micro-displays, 3-D displays, vehicles, a large area wall,theater or stadium screen, or a sign. Various control mechanisms may beused to control devices fabricated in accordance with the presentinvention, including passive matrix and active matrix. Many of thedevices are intended for use in a temperature range comfortable tohumans, such as 18 degrees C. to 30 degrees C., and more preferably atroom temperature (20-25 degrees C.), but could be used outside thistemperature range, for example, from −40 degree C. to +80 degree C.

The materials and structures described herein may have applications indevices other than OLEDs. For example, other optoelectronic devices suchas organic solar cells and organic photodetectors may employ thematerials and structures. More generally, organic devices, such asorganic transistors, may employ the materials and structures.

The term “halo,” “halogen,” or “halide” as used herein includesfluorine, chlorine, bromine, and iodine.

The term “alkyl” as used herein contemplates both straight and branchedchain alkyl radicals. Preferred alkyl groups are those containing fromone to fifteen carbon atoms and includes methyl, ethyl, propyl,1-methylethyl, butyl, 1-methylpropyl, 2-methylpropyl, pentyl,1-methylbutyl, 2-methylbutyl, 3-methylbutyl, 1,1-dimethylpropyl,1,2-dimethylpropyl, 2,2-dimethylpropyl, and the like. Additionally, thealkyl group may be optionally substituted.

The term “cycloalkyl” as used herein contemplates cyclic alkyl radicals.Preferred cycloalkyl groups are those containing 3 to 10 ring carbonatoms and includes cyclopropyl, cyclopentyl, cyclohexyl, adamantyl, andthe like. Additionally, the cycloalkyl group may be optionallysubstituted.

The term “alkenyl” as used herein contemplates both straight andbranched chain alkene radicals. Preferred alkenyl groups are thosecontaining two to fifteen carbon atoms. Additionally, the alkenyl groupmay be optionally substituted.

The term “alkynyl” as used herein contemplates both straight andbranched chain alkyne radicals. Preferred alkynyl groups are thosecontaining two to fifteen carbon atoms. Additionally, the alkynyl groupmay be optionally substituted.

The terms “aralkyl” or “arylalkyl” as used herein are usedinterchangeably and contemplate an alkyl group that has as a substituentan aromatic group. Additionally, the aralkyl group may be optionallysubstituted.

The term “heterocyclic group” as used herein contemplates aromatic andnon-aromatic cyclic radicals. Hetero-aromatic cyclic radicals also meansheteroaryl. Preferred hetero-non-aromatic cyclic groups are thosecontaining 3 to 7 ring atoms which includes at least one hetero atom,and includes cyclic amines such as morpholino, piperdino, pyrrolidino,and the like, and cyclic ethers, such as tetrahydrofuran,tetrahydropyran, and the like. Additionally, the heterocyclic group maybe optionally substituted.

The term “aryl” or “aromatic group” as used herein contemplatessingle-ring groups and polycyclic ring systems. The polycyclic rings mayhave two or more rings in which two carbons are common to two adjoiningrings (the rings are “fused”) wherein at least one of the rings isaromatic, e.g., the other rings can be cycloalkyls, cycloalkenyls, aryl,heterocycles, and/or heteroaryls. Preferred aryl groups are thosecontaining six to thirty carbon atoms, preferably six to twenty carbonatoms, more preferably six to twelve carbon atoms. Especially preferredis an aryl group having six carbons, ten carbons or twelve carbons.Suitable aryl groups include phenyl, biphenyl, triphenyl, triphenylene,tetraphenylene, naphthalene, anthracene, phenalene, phenanthrene,fluorene, pyrene, chrysene, perylene, and azulene, preferably phenyl,biphenyl, triphenyl, triphenylene, fluorene, and naphthalene.Additionally, the aryl group may be optionally substituted.

The term “heteroaryl” as used herein contemplates single-ringhetero-aromatic groups that may include from one to five heteroatoms.The term heteroaryl also includes polycyclic hetero-aromatic systemshaving two or more rings in which two atoms are common to two adjoiningrings (the rings are “fused”) wherein at least one of the rings is aheteroaryl, e.g., the other rings can be cycloalkyls, cycloalkenyls,aryl, heterocycles, and/or heteroaryls. Preferred heteroaryl groups arethose containing three to thirty carbon atoms, preferably three totwenty carbon atoms, more preferably three to twelve carbon atoms.Suitable heteroaryl groups include dibenzothiophene, dibenzofuran,dibenzoselenophene, furan, thiophene, benzofuran, benzothiophene,benzoselenophene, carbazole, indolocarbazole, pyridylindole,pyrrolodipyridine, pyrazole, imidazole, triazole, oxazole, thiazole,oxadiazole, oxatriazole, dioxazole, thiadiazole, pyridine, pyridazine,pyrimidine, pyrazine, triazine, oxazine, oxathiazine, oxadiazine,indole, benzimidazole, indazole, indoxazine, benzoxazole, benzisoxazole,benzothiazole, quinoline, isoquinoline, cinnoline, quinazoline,quinoxaline, naphthyridine, phthalazine, pteridine, xanthene, acridine,phenazine, phenothiazine, phenoxazine, benzofuropyridine,furodipyridine, benzothienopyridine, thienodipyridine,benzoselenophenopyridine, and selenophenodipyridine, preferablydibenzothiophene, dibenzofuran, dibenzoselenophene, carbazole,indolocarbazole, imidazole, pyridine, triazine, benzimidazole,1,2-azaborine, 1,3-azaborine, 1,4-azaborine, borazine, and aza-analogsthereof. Additionally, the heteroaryl group may be optionallysubstituted.

The alkyl, cycloalkyl, alkenyl, alkynyl, aralkyl, heterocyclic group,aryl, and heteroaryl may be unsubstituted or may be substituted with oneor more substituents selected from the group consisting of deuterium,halogen, alkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy, aryloxy,amino, cyclic amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl,alkynyl, aryl, heteroaryl, acyl, carbonyl, carboxylic acid, ether,ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, andcombinations thereof.

As used herein, “substituted” indicates that a substituent other than His bonded to the relevant position, such as carbon. Thus, for example,where R¹ is mono-substituted, then one R¹ must be other than H.Similarly, where R¹ is di-substituted, then two of R¹ must be other thanH. Similarly, where R¹ is unsubstituted, R¹ is hydrogen for allavailable positions.

The “aza” designation in the fragments described herein, i.e.aza-dibenzofuran, aza-dibenzothiophene, etc. means that one or more ofthe C—H groups in the respective fragment can be replaced by a nitrogenatom, for example, and without any limitation, azatriphenyleneencompasses both dibenzo[f,h]quinoxaline and dibenzo[f,h]quinoline. Oneof ordinary skill in the art can readily envision other nitrogen analogsof the aza-derivatives described above, and all such analogs areintended to be encompassed by the terms as set forth herein.

It is to be understood that when a molecular fragment is described asbeing a substituent or otherwise attached to another moiety, its namemay be written as if it were a fragment (e.g. phenyl, phenylene,naphthyl, dibenzofuryl) or as if it were the whole molecule (e.g.benzene, naphthalene, dibenzofuran). As used herein, these differentways of designating a substituent or attached fragment are considered tobe equivalent.

Disclosed herein are heteroleptic phosphorescent metal complexescontaining ligands based on a combination of phenyl pyridine combinedwith triazine moieties. The triazine units have aliphatic substituents.The addition of triazine groups on the backbone provides a red shift ofthe related light-emitting metal complex. This is due to the highlyelectron withdrawing effect of the triazine. The addition of aliphaticside chains on the triazine provides better external quantum efficiency(EQE) of the metal complex and better thermal stability.

According to an aspect of the present disclosure, a heterolepticcompound having a formula Ir(L_(A))_(n)(L_(B))_(3-n) is disclosed,

wherein the ligand L_(A) is

wherein the ligand L_(B) is

wherein L_(A) is a different ligand from L_(B);

wherein n is 1 or 2;

wherein rings A, C, and D are each independently a 5-membered or6-membered carbocyclic or heterocyclic ring;

-   -   wherein R^(A), R^(C), and R^(D) each independently represent        mono, di, tri, or tetra-substitution, or no substitution;    -   wherein R^(B) represents mono, di, tri, or tetra-substitution;    -   wherein at least one R^(B) has the following structure:

wherein X¹, X², X³, X⁴, and X⁵ are each independently carbon ornitrogen;

wherein R^(A), R^(B), R^(C), R^(D), R^(X), R^(Y), and R^(Z) are eachindependently selected from the group consisting of hydrogen, deuterium,halogen, alkyl cycloalkyl, heteroalkyl, arylalkyl, alkoxy, aryloxy,amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl,heteroaryl, acyl, carbonyl, carboxylic acid, ester, nitrile, isonitrile,sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof, andany two adjacent substituents are optionally joined or fused into aring,

wherein R¹, and R² are each independently selected from the groupconsisting of alkyl, cycloalkyl, partially fluorinated alkyl, partiallyfluorinated cycloalkyl, and their partially deuterated or fullydeuterated analogs, and combinations thereof;

wherein in each of the R¹, and R², if a carbon has a fluorine atomattached thereto, then said carbon is separated by at least one carbonatom from the ring E; and

wherein R¹ and R² are each attached to the ring E by a carbon that is aprimary, secondary, tertiary, or a quaternary carbon.

According to some embodiments of the heteroleptic compound having theformula Ir(L_(A))(L_(B))_(3-n), ring A is benzene.

According to some embodiments of the heteroleptic compound having theformula Ir(L_(A))(L_(B))_(3-n), ring C is benzene, and ring D ispyridine of which X⁵ is nitrogen.

According to some embodiments of the heteroleptic compound having theformula Ir(L_(A))_(n)(L_(B))_(3-n), X¹, X², X³, and X⁴ are each acarbon.

According to some embodiments of the heteroleptic compound having theformula Ir(L_(A))_(n)(L_(B))_(3-n), R^(B) is para to the nitrogencoordinated to Ir.

According to some embodiments of the heteroleptic compound having theformula Ir(L_(A))(L_(B))_(3-n), R^(B) is meta to the nitrogencoordinated to Ir.

According to some embodiments of the heteroleptic compound having theformula Ir(L_(A))_(n)(L_(B))_(3-n), R¹ and R² are each independentlyselected from the group consisting of methyl, ethyl, propyl,1-methylethyl, butyl, 1-methylpropyl, 2-methylpropyl, t-butyl, pentyl,1-methylbutyl, 2-methylbutyl, 3-methylbutyl, 1,1-dimethylpropyl,1,2-dimethylpropyl, 2,2-dimethylpropyl, cyclobutyl, cyclopentyl,cyclohexyl, partially or fully deuterated variants thereof, partiallyfluorinated variants thereof, and combinations thereof.

According to some embodiments of the heteroleptic compound having theformula Ir(L_(A))_(n)(L_(B))_(3-n), at least one of R¹ and R² isselected from the group consisting of:

According to some embodiments of the heteroleptic compound having theformula Ir(L_(A))_(n)(L_(B))_(3-n), the ligand L_(A) is selected fromthe group consisting of:

L_(A1) to L_(A11) represented by

wherein in L_(A1): R¹ = R² = R^(B1), in L_(A2): R¹ = R² = B^(B2), inL_(A3): R¹ = R² = R^(B3), in L_(A4): R¹ = R² = R^(B4), in L_(A5): R¹ =R² = R^(B5), in L_(A6): R¹ = R² = R^(B6), in L_(A7): R¹ = R² = R^(B7),in L_(A8): R¹ = R² = R^(B8), in L_(A9): R¹ = R² = R^(A2), in L_(A10): R¹= R² = R^(A22), and in L_(A11): R¹ = R² = R^(A28):, L_(A12)to L_(A20)represented by

wherein in L_(A12): R¹ = R^(B2) and R² = R^(B1), in L_(A13): R¹ = R^(B3)and R² = R^(B1), in L_(A14): R¹ = R^(B5) and R² = R^(B1), in L_(A15): R¹= R^(A2) and R² = R^(B1), in L_(A16): R¹ = R^(A28) and R² = R^(B1), inL_(A17): R¹ = R^(B3) and R² = R^(B2), in L_(A18): R¹ = R^(B5) and R² =R^(B2), in L_(A19): R¹ = R^(A2) and R² = R^(B2), and, in L_(A20): R¹ =R^(A28) and R² = R^(B2);, L_(A21) to L_(A31) represented by

wherein in L_(A21): R¹ = R² = R^(B1), in L_(A22): R¹ = R² = R^(B2), inL_(A23): R¹ = R² = R^(B3), in L_(A24): R¹ = R² = R^(B4), in L_(A25): R¹= R² = R^(B5), in L_(A26): R¹ = R² = R^(B6), in L_(A27): R¹ = R² =R^(B7), in L_(A28): R¹ = R² = R^(B8), in L_(A29): R¹ = R² = R^(A2), inL_(A30): R¹ = R² = R^(A22), and, in L_(A31): R¹ = R² = R^(A28);, L_(A32)to L_(A42) represented by

wherein in L_(A32): R¹ = R² = R^(B1), in L_(A33): R¹ = R² = R^(B2), inL_(A34): R¹ = R² = R^(B3), in L_(A35): R¹ = R² = R^(B4), in L_(A36): R¹= R² = R^(B5), in L_(A37): R¹ = R² = R^(B6), in L_(A38): R¹ = R² =R^(B7), in L_(A39): R¹ = R² = R^(B8), in L_(A40): R¹ = R² = R^(A2), inL_(A41): R¹ = R² = R^(A22), and in L_(A42): R¹ = R² = R^(A28);, L_(A43)to L_(A51) represented by

wherein in L_(A43): R¹ = R^(B2) and R² = R^(B1), in L_(A44): R¹ = R^(B3)and R² = R^(B1), in L_(A45): R¹ = R^(B5) and R² = R^(B1), in L_(A46): R¹= R^(A2) and R² = R^(B1), in L_(A47): R¹ = R^(A28) and R² = R^(B1), inL_(A48): R¹ = R^(B3) and R² = R^(B2), in L_(A49): R¹ = R^(B5) and R² =R^(B2), in L_(A50): R¹ = R^(A2) and R² = R^(B2), and, in L_(A51): R¹ =R^(A28) and R² = R^(B2); L_(A52) to L_(A62) represented by

wherein in L_(A52): R¹ = R² = R^(B1), in L_(A53): R¹ = R² = B^(B2), inL_(A54): R¹ = R² = R^(B3), in L_(A55): R¹ = R² = R^(B4), in L_(A56): R¹= R² = R^(B5), in L_(A57): R¹ = R² = R^(B6), in L_(A58): R¹ = R² =R^(B7), in L_(A59): R¹ = R² = R^(B8), in L_(A60): R¹ = R² = R^(A2), inL_(A61): R¹ = R² = R^(A22), and, in L_(A62): R¹ = R² = R^(A28);, L_(A63)to L_(A71) represented by

wherein in L_(A63): R¹ = R^(B2) and R² = R^(B1), in L_(A64): R¹ = R^(B3)and R² = R^(B1), in L_(A65): R¹ = R^(B5)and R² = R^(B1), in L_(A66): R¹= R^(A2) and R² = R^(B1), in L_(A67): R¹ = R^(A28) and R² = R^(B1), inL_(A68): R¹ = R^(B3) and R² = R^(B2), in L_(A69): R¹ = R^(B5) and R² =R^(B2), in L_(A70): R¹ = R^(A2) and R² = R^(B2), and in L_(A71): R² =R^(A28) and R² = R^(B2);, L_(A72) to L_(A82) represented by

wherein in L_(A72): R¹ = R² = R^(B1), in L_(A73): R¹ = R² = R^(B2), inL_(A74): R¹ = R² = R^(B3), in L_(A75): R¹ = R² = R^(B4), in L_(A76): R¹= R² = R^(B5), in L_(A77): R¹ = R² = R^(B6), in L_(A78): R¹ = R² =R^(B7), in L_(A79): R¹ = R² = R^(B8), in L_(A80): R¹ = R² = R^(A2), inL_(A81): R¹ = R² = R^(A22), and, in L_(A82): R¹ = R² = R^(A28);, L_(A83)to L₉₃ represented by

wherein in L_(A83): R¹ = R² = R^(B1), in L_(A84): R¹ = R² = R^(B2), inL_(A85): R¹ = R² = R^(B3), in L_(A86): R¹ = R² = R^(B4), in L_(A87): R¹= R² = R^(B5), in L_(A88): R¹ = R² = R^(B6), in L_(A89): R¹ = R² =R^(B7), in L_(A90): R¹ = R² = R^(B8), in L_(A91): R¹ = R² = R^(A2), inL_(A92): R¹ = R² = R^(A22), and, in L_(A93): R¹ = R² = R^(A28);, L_(A94)to L_(A102) represented by

wherein in L_(A94): R¹ = R^(B2) and R² = R^(B1), in L_(A95): R¹ = R^(B3)and R² = R^(B1), in L_(A96): R¹ = R^(B5) and R² = R^(B1), in L_(A97): R¹= R^(A2) and R² = R^(B1), in L_(A98): R¹ = R^(A28) and R² = R^(B1), inL_(A99): R¹ = R^(B3) and R² = R^(B2), in L_(A100): R¹ = R^(B5) and R² =R^(B2), in L_(A101): R¹ = R^(A2) and R² = R^(B2), and in L_(A102): R¹ =R^(A28) and R² = R^(B2);, L_(A103) to L_(A113) represented by

wherein in L_(A103): R¹ = R² = R^(B1), in L_(A104): R¹ = R² = R^(B2), inL_(A105): R¹ = R² = R^(B3), in L_(A106): R¹ = R² = R^(B4), in L_(A107):R¹ = R² = R^(B5), in L_(A108): R¹ = R² = R^(B6), in L_(A109): R¹ = R² =R^(B7), in L_(A110): R¹ = R² = R^(B8), in L_(A111): R¹ = R² = R^(A2), inL_(A112): R¹ = R² = R^(A22), and, in L_(A113): R¹ = R² = R^(A28);,L_(A114) to L_(A124) represented by

wherein in L_(A114): R¹ = R² = R^(B1), in L_(A115): R¹ = R² = R^(B2), inL_(A116): R¹ = R² = R^(B3), in L_(A117): R¹ = R² = R^(B4), in L_(A118):R¹ = R² = R^(B5), in L_(A119): R¹ = R² = R^(B6), in L_(A120): R¹ = R² =R^(B7), in L_(A121): R¹ = R² = R^(B8), in L_(A122): R¹ = R² = R^(A2), inL_(A123): R¹ = R² = R^(A22), and, in L_(A124): R¹ = R² = R^(A28);,L_(A125) to L_(A133) represented by

wherein in L_(A125): R¹ = R^(B2) and R² = R^(B1), in L_(A126): R¹ =R^(B3) and R² = R^(B1), in L_(A127): R¹ = R^(B5) and R² = R^(B1), inL_(A128): R¹ = R^(A2) and R² = R^(B1), in L_(A129): R¹ = R^(A28) and R²= R^(B1), in L_(A130): R¹ = R^(B3) and R² = R^(B2), in L_(A131): R¹ =R^(B5) and R² = R^(B2), in L_(A132): R¹ = R^(A2) and R² = R^(B2), and inL_(A133): R¹ = R^(A28) and R² = R^(B2);, L_(A134) to L_(A144)represented by

wherein in L₁₃₄: R¹ = R² = R^(B1), in L_(A135): R¹ = R² = R^(B2), inL_(A136): R¹ = R² = R^(B3), in L_(A137): R¹ = R² = R^(B4), in L_(A138):R¹ = R² = R^(B5), in L_(A139): R¹ = R² = R^(B6), in L_(A140): R¹ = R² =R^(B7), in L_(A141): R¹ = R² = R^(B8), in L_(A142): R¹ = R² = R^(A2), inL_(A143): R¹ = R² = R^(A22), and, in L_(A144): R¹ = R² = R^(A28);,L_(A145) to L_(A155) represented by

wherein in L_(A145): R¹ = R² = R^(B1), in L_(A146): R¹ = R² = R^(B2), inL_(A147): R¹ = R² = R^(B3), in L_(A148): R¹ = R² = R^(B4), in L_(A149):R¹ = R² = R^(B5), in L_(A150): R¹ = R² = R^(B6), in L_(A151): R¹ = R² =R^(B7), in L_(A152): R¹ = R² = R^(B8), in L_(A153): R¹ = R² = R^(A2), inL_(A154): R¹ = R² = R^(A22), and, in L_(A155): R¹ = R² = R^(A28);,L_(A158) to L_(A164) represented by

wherein in L_(A156): R¹ = R^(B2) and R² = R^(B1), in L_(A157): R¹ =R^(B3) and R² = R^(B1), in L_(A158): R¹ = R^(B5) and R² = R^(B1), inL_(A159): R¹ = R^(A2) and R² = R^(B1), in L_(A160): R¹ = R^(A28) and R²= R^(B1), in L_(A161): R¹ = R^(B3) and R² = R^(B2), in L_(A162): R¹ =R^(B5) and R² = R^(B2), in L_(A163): R¹ = R^(A2) and R² = R^(B2), and inL_(A164): R¹ = R^(A28) and R² = R^(B2);, L_(A165) to L_(A175)represented by

wherein in L_(A165): R¹ and R² = R^(B1), in L_(A166): R¹ = R² = R^(B2),in L_(A167): R¹ = R² = R^(B3), in L_(A168): R¹ = R² = R^(B4), inL_(A169): R¹ = R² = R^(B5), in L_(A170): R¹ = R² = R^(B6), in L_(A171):R¹ = R² = R^(B7), in L_(A172): R¹ = R² = R^(B8), in L_(A173): R¹ = R² =R^(A2), in L_(A174): R¹ = R² = R^(A22), and, in L_(A175): R¹ = R² =RA²⁸;, L₁₇₈ to L_(A186) represented by

wherein in L_(A176): R¹ = R² = R^(B1), in L_(A177): R¹ = R² = R^(B2), inL_(A178): R¹ = R² = R^(B3), in L_(A179): R¹ = R² = R^(B4), in L_(A180):R¹ = R² = R^(B5), in L_(A181): R¹ = R² = R^(B6), in L_(A182): R¹ = R² =R^(B7), in L_(A183): R¹ = R² = R^(B8), in L_(A184): R¹ = R² = R^(A2), inL_(A185): R¹ = R² = R^(A22), and, in L_(A186): R¹ = R² = R^(A28);,L_(A187) to L_(A195) represented by

wherein in L_(A187): R¹ = R^(B2) and R² = R^(B1), in L_(A188): R¹ =R^(B3) and R² = R^(B1), in L_(A189): R¹ = R^(B5) and R² = R^(B1), inL_(A190): R¹ = R^(A2) and R² = R^(B1), in L_(A191): R¹ = R^(A28) and R²= R^(B1), in L_(A192): R¹ = R^(B3) and R² = R^(B2), in L_(A193): R¹ =R^(B5) and R² = R^(B2), in L_(A194): R¹ = R^(A2) and R² = R^(B2), and inL_(A195): R¹ = R^(A28) and R² = R^(B2);, L_(A196) to L_(A296)represented by

wherein in L_(A196): R¹ = R² = R^(B1), in L_(A197): R¹ = R² = R^(B2), inL_(A198): R¹ = R² = R^(B3), in L_(A199): R¹ = R² = R^(B4), in L_(A200):R¹ = R² = R^(B5), in L_(A201): R¹ = R² = R^(B6), in L_(A202): R¹ = R² =R^(B7), in L_(A203): R¹ = R² = R^(B8), in L_(A204): R¹ = R² = R^(A2), inL_(A205): R¹ = R² = R^(A22), and, in L_(A206): R¹ = R² = R^(A28);,L_(A207) to L_(A217) represented by

wherein in L_(A207): R¹ = R² = R^(B1), in L_(A208): R¹ = R² = R^(B2), inL_(A209): R¹ = R² = R^(B3), in L_(A210): R¹ = R² = R^(B4), in L_(A211):R¹ = R² = R^(B5), in L_(A212): R¹ = R² = R^(B6), in L_(A213): R¹ = R² =R^(B7), in L_(A214): R¹ = R² = R^(B8), in L_(A215): R¹ = R² = R^(A2), inL_(A216): R¹ = R² = R^(A22), and, in L_(A217): R¹ = R² = R^(A28);,L_(A218) to L_(A228) represented by

wherein in L_(A218): R¹ = R^(B2) and R² = R^(B1); in L_(A219): R¹ =R^(B3) and R² = R^(B1), in L_(A220): R¹ = R^(B5) and R² = R^(B1), inL_(A221): R¹ = R^(A2) and R² = R^(B1), in L_(A222): R¹ = R^(A28) and R²= R^(B1), in L_(A223): R¹ = R^(B3) and R² = R^(B2), in L_(A224): R¹ =R^(B5) and R² = R^(B2), in L_(A225): R¹ = R^(A2) and R² = R^(B2), and inL_(A226): R¹ = R^(A28) and R² = R^(B2); L_(A227) to L_(A237) representedby

wherein in L_(A227): R¹ = R² = R^(B1), in L_(A228): R¹ = R² = R^(B2), inL_(A229): R¹ = R² = R^(B3), in L_(A230): R¹ = R² = R^(B4), in L_(A231):R¹ = R² = R^(B5), in L_(A232): R¹ = R² = R^(B6), in L_(A233): R¹ = R² =R^(B7), in L_(A234): R¹ = R² = R^(B8), in L_(A235): R¹ = R² = R^(A2), inL_(A236): R¹ = R² = R^(A22), and, in L_(A237): R¹ = R² = R^(A28);,L_(A238) to L_(A248) represented by

wherein in L_(A238): R¹ = R² = R^(B1), in L_(A239): R¹ = R² = R^(B2), inL_(A240): R¹ = R² = R^(B3), in L_(A241): R¹ = R² = R^(B4), in L_(A242):R¹ = R² = R^(B5), in L_(A243): R¹ = R² = R^(B6), in L_(A244): R¹ = R² =R^(B7), in L_(A245): R¹ = R² = R^(B8), in L_(A246): R¹ = R² = R^(A2), inL_(A247): R¹ = R² = R^(A22), and, in L_(A248): R¹ = R² = R^(A28);,L_(A249) to L_(A257) represented by

wherein in L₂₄₉: R¹ = R^(B2) and R² = R^(B1), in L_(A250): R¹ = R^(B3)and R² = R^(B1), in L_(A251): R¹ = R^(B5) and R² = R^(B1), in L_(A252):R¹ = R^(A2) and R² = R^(B1), in L_(A253): R¹ = R^(A28) and R² = R^(B1),in L_(A254): R¹ = R^(B3) and R² = R^(B2), in L_(A255): R¹ = R^(B5) andR² = R^(B2), in L_(A256): R¹ = R^(A2) and R² = R^(B2), and in L_(A257):R¹ = R^(A28) and R² = R^(B2);, and L_(A258) to L_(A268) represented by

wherein in L₂₅₈: R¹ = R² = R^(B1), in L_(A259): R¹ = R² = R^(B2), inL_(A260): R¹ = R² = R^(B3), in L_(A261): R¹ = R² = R^(B4), in L_(A262):R¹ = R² = R^(B5), in L_(A263): R¹ = R² = R^(B6), in L_(A264): R¹ = R² =R^(B7), in L_(A265): R¹ = R² = R^(B8), in L_(A266): R¹ = R² = R^(A2), inL_(A267): R¹ = R² = R^(A22), and, in L_(A268): R¹ = R² = R^(A28);,R^(B1) to R^(B8) have the following structures:

and R^(A2), R^(A22), and R^(A28) have the structures as defined above.

According to some embodiments of the heteroleptic compound having theformula Ir(L_(A))_(n)(L_(B))_(3-n), the ligand L_(B) is selected fromthe group consisting of:

wherein each X¹ to X¹³ are independently selected from the groupconsisting of carbon and nitrogen;

wherein X is selected from the group consisting of BR′, NR′, PR′, O, S,Se, C═O, S═O, SO₂, CR′R″, SiR′R″, and GeR′R″;

wherein R′ and R″ are optionally fused or joined to form a ring;

wherein each R_(a), R_(b), R_(b), and R_(d) may represent from monosubstitution to the possible maximum number of substitution, or nosubstitution:

wherein R′, R″, R_(a), R_(b), R_(b), and R_(d) are each independentlyselected from the group consisting of hydrogen, deuterium, halide,alkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy, aryloxy, amino,silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl,acyl, carbonyl, carboxylic acids, ester, nitrile, isonitrile, sulfanyl,sulfinyl, sulfonyl, phosphino, and combinations thereof; and

wherein any two adjacent substitutents R_(a), R_(b), R_(c), and R_(d)are optionally fused or joined to form a ring or form a multidentateligand.

According to some embodiments of the heteroleptic compound having theformula Ir(L_(A))_(n)(L_(B))_(3-n), the ligand L_(H) is selected fromthe group consisting of:

According to some embodiments of the heteroleptic compound having theformula Ir(L_(A))_(n)(L_(B))_(3-n), the ligand L_(B) is selected fromthe group consisting of:

wherein, R_(a) and R_(b) are each independently selected from the groupconsisting of hydrogen, deuterium, halide, alkyl, cycloalkyl,heteroalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl,cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carbonyl,carboxylic acids, ester, nitrile, isonitrile, sulfanyl, sulfinyl,sulfonyl, phosphino, and combinations thereof; and

wherein R_(a) and R_(b) are optionally fused or joined to form a ring orform a multidentate ligand.

According to some embodiments of the heteroleptic compound having theformula Ir(L_(A))_(n)(L_(B))_(3-n), the ligand L_(B) is selected fromthe group consisting of:

wherein, R_(a) and R_(b) are each independently selected from the groupconsisting of hydrogen, deuterium, halide, alkyl, cycloalkyl,heteroalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl,cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carbonyl,carboxylic acids, ester, nitrile, isonitrile, sulfanyl, sulfinyl,sulfonyl, phosphino, and combinations thereof; and

wherein R_(a) and R_(b) are optionally fused or joined to form a ring orform a multidentate ligand.

According to some embodiments of the heteroleptic compound having theformula Ir(L_(A))_(n)(L_(B))_(3-n), the ligand L_(B) is selected fromthe group consisting of:

wherein, R_(a), R_(b), and R_(c) are each independently selected fromthe group consisting of hydrogen, deuterium, halide, alkyl, cycloalkyl,heteroalkyl, arylalkyl, alkoxy, aryloxy amino, silyl, alkenyl,cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carbonyl,carboxylic acids, ester, nitrile, isonitrile, sulfanyl, sulfinyl,sulfonyl, phosphino, and combinations thereof; and

wherein any two of R_(a), R_(b), and R_(c) are optionally fused orjoined to form a ring or form a multidentate ligand.

According to some embodiments of the heteroleptic compound having theformula Ir(L_(A))_(n)(L_(B))_(3-n), the ligand L_(B) is selected fromthe group consisting of L_(C1) through L_(C856) each of which has thestructure of:

wherein R^(C1), R^(C2), R^(C3), and R^(C4) are defined as follows:

Lc R^(C1) R^(C2) R^(C3) R^(C4) 1. H H H H 2. CH₃ H H H 3. H CH₃ H H 4. HH CH₃ H 5. H H H CH₃ 6. CH₃ H CH₃ H 7. CH₃ H H CH₃ 8. H CH₃ CH₃ H 9. HCH₃ H CH₃ 10. H H CH₃ CH₃ 11. CH₃ CH₃ CH₃ H 12. CH₃ CH₃ H CH₃ 13. CH₃ HCH₃ CH₃ 14. H CH₃ CH₃ CH₃ 15. CH₃ CH₃ CH₃ CH₃ 16. CH₂CH₃ H H H 17.CH₂CH₃ CH₃ H CH₃ 18. CH₂CH₃ H CH₃ H 19. CH₂CH₃ H H CH₃ 20. CH₂CH₃ CH₃CH₃ H 21. CH₂CH₃ CH₃ H CH₃ 22. CH₂CH₃ H CH₃ CH₃ 23. CH₂CH₃ CH₃ CH₃ CH₃24. H CH₂CH₃ H H 25. CH₃ CH₂CH₃ H CH₃ 26. H CH₂CH₃ CH₃ H 27. H CH₂CH₃ HCH₃ 28. CH₃ CH₂CH₃ CH₃ H 29. CH₃ CH₂CH₃ H CH₃ 30. H CH₂CH₃ CH₃ CH₃ 31.CH₃ CH₂CH₃ CH₃ CH₃ 32. H H CH₂CH₃ H 33. CH₃ H CH₂CH₃ H 34. H CH₃ CH₂CH₃H 35. H H CH₂CH₃ CH₃ 36. CH₃ CH₃ CH₂CH₃ H 37. CH₃ H CH₂CH₃ CH₃ 38. H CH₃CH₂CH₃ CH₃ 39. CH₃ CH₃ CH₂CH₃ CH₃ 40. CH(CH₃)₂ H H H 41. CH(CH₃)₂ CH₃ HCH₃ 42. CH(CH₃)₂ H CH₃ H 43. CH(CH₃)₂ H H CH₃ 44. CH(CH₃)₂ CH₃ CH₃ H 45.CH(CH₃)₂ CH₃ H CH₃ 46. CH(CH₃)₂ H CH₃ CH₃ 47. CH(CH₃)₂ CH₃ CH₃ CH₃ 48. HCH(CH₃)₂ H H 49. CH₃ CH(CH₃)₂ H CH₃ 50. H CH(CH₃)₂ CH₃ H 51. H CH(CH₃)₂H CH₃ 52. CH₃ CH(CH₃)₂ CH₃ H 53. CH₃ CH(CH₃)₂ H CH₃ 54. H CH(CH₃)₂ CH₃CH₃ 55. CH₃ CH(CH₃)₂ CH₃ CH₃ 56. H H CH(CH₃)₂ H 57. CH₃ H CH(CH₃)₂ H 58.H CH₃ CH(CH₃)₂ H 59. H H CH(CH₃)₂ CH₃ 60. CH₃ CH₃ CH(CH₃)₂ H 61. CH₃ HCH(CH₃)₂ CH₃ 62. H CH₃ CH(CH₃)₂ CH₃ 63. CH₃ CH₃ CH(CH₃)₂ CH₃ 64.CH₂CH(CH₃)₂ H H H 65. CH₂CH(CH₃)₂ CH₃ H CH₃ 66. CH₂CH(CH₃)₂ H CH₃ H 67.CH₂CH(CH₃)₂ H H CH₃ 68. CH₂CH(CH₃)₂ CH₃ CH₃ H 69. CH₂CH(CH₃)₂ CH₃ H CH₃70. CH₂CH(CH₃)₂ H CH₃ CH₃ 71. CH₂CH(CH₃)₂ CH₃ CH₃ CH₃ 72. H CH₂CH(CH₃)₂H H 73. CH₃ CH₂CH(CH₃)₂ H CH₃ 74. H CH₂CH(CH₃)₂ CH₃ H 75. H CH₂CH(CH₃)₂H CH₃ 76. CH₃ CH₂CH(CH₃)₂ CH₃ H 77. CH₃ CH₂CH(CH₃)₂ H CH₃ 78. HCH₂CH(CH₃)₂ CH₃ CH₃ 79. CH₃ CH₂CH(CH₃)₂ CH₃ CH₃ 80. H H CH₂CH(CH₃)₂ H81. CH₃ H CH₂CH(CH₃)₂ H 82. H CH₃ CH₂CH(CH₃)₂ H 83. H H CH₂CH(CH₃)₂ CH₃84. CH₃ CH₃ CH₂CH(CH₃)₂ H 85. CH₃ H CH₂CH(CH₃)₂ CH₃ 86. H CH₃CH₂CH(CH₃)₂ CH₃ 87. CH₃ CH₃ CH₂CH(CH₃)₂ CH₃ 88. C(CH₃)₃ H H H 89.C(CH₃)₃ CH₃ H CH₃ 90. C(CH₃)₃ H CH₃ H 91. C(CH₃)₃ H H CH₃ 92. C(CH₃)₃CH₃ CH₃ H 93. C(CH₃)₃ CH₃ H CH₃ 94. C(CH₃)₃ H CH₃ CH₃ 95. C(CH₃)₃ CH₃CH₃ CH₃ 96. H C(CH₃)₃ H H 97. CH₃ C(CH₃)₃ H CH₃ 98. H C(CH₃)₃ CH₃ H 99.H C(CH₃)₃ H CH₃ 100. CH₃ C(CH₃)₃ CH₃ H 101. CH₃ C(CH₃)₃ H CH₃ 102. HC(CH₃)₃ CH₃ CH₃ 103. CH₃ C(CH₃)₃ CH₃ CH₃ 104. H H C(CH₃)₃ H 105. CH₃ HC(CH₃)₃ H 106. H CH₃ C(CH₃)₃ H 107. H H C(CH₃)₃ CH₃ 108. CH₃ CH₃ C(CH₃)₃H 109. CH₃ H C(CH₃)₃ CH₃ 110. H CH₃ C(CH₃)₃ CH₃ 111. CH₃ CH₃ C(CH₃)₃ CH₃112. CH₂C(CH₃)₃ H H H 113. CH₂C(CH₃)₃ CH₃ H CH₃ 114. CH₂C(CH₃)₃ H CH₃ H115. CH₂C(CH₃)₃ H H CH₃ 116. CH₂C(CH₃)₃ CH₃ CH₃ H 117. CH₂C(CH₃)₃ CH₃ HCH₃ 118. CH₂C(CH₃)₃ H CH₃ CH₃ 119. CH₂C(CH₃)₃ CH₃ CH₃ CH₃ 120. HCH₂C(CH₃)₃ H H 121. CH₃ CH₂C(CH₃)₃ H CH₃ 122. H CH₂C(CH₃)₃ CH₃ H 123. HCH₂C(CH₃)₃ H CH₃ 124. CH₃ CH₂C(CH₃)₃ CH₃ H 125. CH₃ CH₂C(CH₃)₃ H CH₃126. H CH₂C(CH₃)₃ CH₃ CH₃ 127. CH₃ CH₂C(CH₃)₃ CH₃ CH₃ 128. H HCH₂C(CH₃)₃ H 129. CH₃ H CH₂C(CH₃)₃ H 130. H CH₃ CH₂C(CH₃)₃ H 131. H HCH₂C(CH₃)₃ CH₃ 132. CH₃ CH₃ CH₂C(CH₃)₃ H 133. CH₃ H CH₂C(CH₃)₃ CH₃ 134.H CH₃ CH₂C(CH₃)₃ CH₃ 135. CH₃ CH₃ CH₂C(CH₃)₃ CH₃ 136. CH₂C(CH₃)₂CF₃ H HH 137. CH₂C(CH₃)₂CF₃ CH₃ H CH₃ 138. CH₂C(CH₃)₂CF₃ H CH₃ H 139.CH₂C(CH₃)₂CF₃ H H CH₃ 140. CH₂C(CH₃)₂CF₃ CH₃ CH₃ H 141. CH₂C(CH₃)₂CF₃CH₃ H CH₃ 142. CH₂C(CH₃)₂CF₃ H CH₃ CH₃ 143. CH₂C(CH₃)₂CF₃ CH₃ CH₃ CH₃144. H CH₂C(CH₃)₂CF₃ H H 145. CH₃ CH₂C(CH₃)₂CF₃ H CH₃ 146. HCH₂C(CH₃)₂CF₃ CH₃ H 147. H CH₂C(CH₃)₂CF₃ H CH₃ 148. CH₃ CH₂C(CH₃)₂CF₃CH₃ H 149. CH₃ CH₂C(CH₃)₂CF₃ H CH₃ 150. H CH₂C(CH₃)₂CF₃ CH₃ CH₃ 151. CH₃CH₂C(CH₃)₂CF₃ CH₃ CH₃ 152. H H CH₂C(CH₃)₂CF₃ H 153. CH₃ H CH₂C(CH₃)₂CF₃H 154. H CH₃ CH₂C(CH₃)₂CF₃ H 155. H H CH₂C(CH₃)₂CF₃ CH₃ 156. CH₃ CH₃CH₂C(CH₃)₂CF₃ H 157. CH₃ H CH₂C(CH₃)₂CF₃ CH₃ 158. H CH₃ CH₂C(CH₃)₂CF₃CH₃ 159. CH₃ CH₃ CH₂C(CH₃)₂CF₃ CH₃ 160. CH₂CH₂CF₃ H H H 161. CH₂CH₂CF₃CH₃ H CH₃ 162. CH₂CH₂CF₃ H CH₃ H 163. CH₂CH₂CF₃ H H CH₃ 164. CH₂CH₂CF₃CH₃ CH₃ H 165. CH₂CH₂CF₃ CH₃ H CH₃ 166. CH₂CH₂CF₃ H CH₃ CH₃ 167.CH₂CH₂CF₃ CH₃ CH₃ CH₃ 168. H CH₂CH₂CF₃ H H 169. CH₃ CH₂CH₂CF₃ H CH₃ 170.H CH₂CH₂CF₃ CH₃ H 171. H CH₂CH₂CF₃ H CH₃ 172. CH₃ CH₂CH₂CF₃ CH₃ H 173.CH₃ CH₂CH₂CF₃ H CH₃ 174. H CH₂CH₂CF₃ CH₃ CH₃ 175. CH₃ CH₂CH₂CF₃ CH₃ CH₃176. H H CH₂CH₂CF₃ H 177. CH₃ H CH₂CH₂CF₃ H 178. H CH₃ CH₂CH₂CF₃ H 179.H H CH₂CH₂CF₃ CH₃ 180. CH₃ CH₃ CH₂CH₂CF₃ H 181. CH₃ H CH₂CH₂CF₃ CH₃ 182.H CH₃ CH₂CH₂CF₃ CH₃ 183. CH₃ CH₃ CH₂CH₂CF₃ CH₃ 184.

H H H 185.

CH₃ H CH₃ 186.

H CH₃ H 187.

H H CH₃ 188.

CH₃ CH₃ H 189.

CH₃ H CH₃ 190.

H CH₃ CH₃ 191.

CH₃ CH₃ CH₃ 192. H

H H 193. CH₃

H CH₃ 194. H

CH₃ H 195. H

H CH₃ 196. CH₃

CH₃ H 197. CH₃

H CH₃ 198. H

CH₃ CH₃ 199. CH₃

CH₃ CH₃ 200. H H

H 201. CH₃ H

H 202. H CH₃

H 203. H H

CH₃ 204. CH₃ CH₃

H 205. CH₃ H

CH₃ 206. H CH₃

CH₃ 207. CH₃ CH₃

CH₃ 208.

H H H 209.

CH₃ H CH₃ 210.

H CH₃ H 211.

H H CH₃ 212.

CH₃ CH₃ H 213.

CH₃ H CH₃ 214.

H CH₃ CH₃ 215.

CH₃ CH₃ CH₃ 216. H

H H 217. CH₃

H CH₃ 218. H

CH₃ H 219. H

H CH₃ 220. CH₃

CH₃ H 221. CH₃

H CH₃ 222. H

CH₃ CH₃ 223. CH₃

CH₃ CH₃ 224. H H

H 225. CH₃ H

H 226. H CH₃

H 227. H H

CH₃ 228. CH₃ CH₃

H 229. CH₃ H

CH₃ 230. H CH₃

CH₃ 231. CH₃ CH₃

CH₃ 232.

H H H 233.

CH₃ H CH₃ 234.

H CH₃ H 235.

H H CH₃ 236.

CH₃ CH₃ H 237.

CH₃ H CH₃ 238.

H CH₃ CH₃ 239.

CH₃ CH₃ CH₃ 240. H

H H 241. CH₃

H CH₃ 242. H

CH₃ H 243. H

H CH₃ 244. CH₃

CH₃ H 245. CH₃

H CH₃ 246. H

CH₃ CH₃ 247. CH₃

CH₃ CH₃ 248. H H

H 249. CH₃ H

H 250. H CH₃

H 251. H H

CH₃ 252. CH₃ CH₃

H 253. CH₃ H

CH₃ 254. H CH₃

CH₃ 255. CH₃ CH₃

CH₃ 256.

H H H 257.

CH₃ H CH₃ 258.

H CH₃ H 259.

H H CH₃ 260.

CH₃ CH₃ H 261.

CH₃ H CH₃ 262.

H CH₃ CH₃ 263.

CH₃ CH₃ CH₃ 264. H

H H 265. CH₃

H CH₃ 266. H

CH₃ H 267. H

H CH₃ 268. CH₃

CH₃ H 269. CH₃

H CH₃ 270. H

CH₃ CH₃ 271. CH₃

CH₃ CH₃ 272. H H

H 273. CH₃ H

H 274. H CH₃

H 275. H H

CH₃ 276. CH₃ CH₃

H 277. CH₃ H

CH₃ 278. H CH₃

CH₃ 279. CH₃ CH₃

CH₃ 280.

H H H 281.

CH₃ H CH₃ 282.

H CH₃ H 283.

H H CH₃ 284.

CH₃ CH₃ H 285.

CH₃ H CH₃ 286.

H CH₃ CH₃ 287.

CH₃ CH₃ CH₃ 288. H

H H 289. CH₃

H CH₃ 290. H

CH₃ H 291. H

H CH₃ 292. CH₃

CH₃ H 293. CH₃

H CH₃ 294. H

CH₃ CH₃ 295. CH₃

CH₃ CH₃ 296. H H

H 297. CH₃ H

H 298. H CH₃

H 299. H H

CH₃ 300. CH₃ CH₃

H 301. CH₃ H

CH₃ 302. H CH₃

CH₃ 303. CH₃ CH₃

CH₃ 304.

H H H 305.

CH₃ H CH₃ 306.

H CH₃ H 307.

H H CH₃ 308.

CH₃ CH₃ H 309.

CH₃ H CH₃ 310.

H CH₃ CH₃ 311.

CH₃ CH₃ CH₃ 312. H

H H 313. CH₃

H CH₃ 314. H

CH₃ H 315. H

H CH₃ 316. CH₃

CH₃ H 317. CH₃

H CH₃ 318. H

CH₃ CH₃ 319. CH₃

CH₃ CH₃ 320. H H

H 321. CH₃ H

H 322. H CH₃

H 323. H H

CH₃ 324. CH₃ CH₃

H 325. CH₃ H

CH₃ 326. H CH₃

CH₃ 327. CH₃ CH₃

CH₃ 328. CH(CH₃)₂ H CH₂CH₃ H 329. CH(CH₃)₂ H CH(CH₃)₂ H 330. CH(CH₃)₂ HCH₂CH(CH₃)₂ H 331. CH(CH₃)₂ H C(CH₃)₃ H 332. CH(CH₃)₂ H CH₂C(CH₃)₃ H333. CH(CH₃)₂ H CH₂CH₂CF₃ H 334. CH(CH₃)₂ H CH₂C(CH₃)₂CF₃ H 335.CH(CH₃)₂ H

H 336. CH(CH₃)₂ H

H 337. CH(CH₃)₂ H

H 338. CH(CH₃)₂ H

H 339. CH(CH₃)₂ H

H 340. CH(CH₃)₂ H

H 341. C(CH₃)₃ H CH₂CH₃ H 342. C(CH₃)₃ H CH(CH₃)₂ H 343. C(CH₃)₃ HCH₂CH(CH₃)₂ H 344. C(CH₃)₃ H C(CH₃)₃ H 345. C(CH₃)₃ H CH₂C(CH₃)₃ H 346.C(CH₃)₃ H CH₂CH₂CF₃ H 347. C(CH₃)₃ H CH₂C(CH₃)₂CF₃ H 348. C(CH₃)₃ H

H 349. C(CH₃)₃ H

H 350. C(CH₃)₃ H

H 351. C(CH₃)₃ H

H 352. C(CH₃)₃ H

H 353. C(CH₃)₃ H

H 354. CH₂C(CH₃)₃ H CH₂CH₃ H 355. CH₂C(CH₃)₃ H CH(CH₃)₂ H 356.CH₂C(CH₃)₃ H CH₂CH(CH₃)₂ H 357. CH₂C(CH₃)₃ H C(CH₃)₃ H 358. CH₂C(CH₃)₃ HCH₂C(CH₃)₃ H 359. CH₂C(CH₃)₃ H CH₂CH₂CF₃ H 360. CH₂C(CH₃)₃ HCH₂C(CH₃)₂CF₃ H 361. CH₂C(CH₃)₃ H

H 362. CH₂C(CH₃)₃ H

H 363. CH₂C(CH₃)₃ H

H 364. CH₂C(CH₃)₃ H

H 365. CH₂C(CH₃)₃ H

H 366. CH₂C(CH₃)₃ H

H 367.

H CH₂CH₃ H 368.

H CH(CH₃)₂ H 369.

H CH₂CH(CH₃)₂ H 370.

H C(CH₃)₃ H 371.

H CH₂C(CH₃)₃ H 372.

H CH₂CH₂CF₃ H 373.

H CH₂C(CH₃)₂CF₃ H 374.

H

H 375.

H

H 376.

H

H 377.

H

H 378.

H

H 379.

H

H 380.

H CH₂CH₃ H 381.

H CH(CH₃)₂ H 382.

H CH₂CH(CH₃)₂ H 383.

H C(CH₃)₃ H 384.

H CH₂C(CH₃)₃ H 385.

H CH₂CH₂CF₃ H 386.

H CH₂C(CH₃)₂CF₃ H 387.

H

H 388.

H

H 389.

H

H 390.

H

H 391.

H

H 392.

H

H 393.

H CH₂CH(CH₃)₂ H 394.

H C(CH₃)₃ H 395.

H CH₂C(CH₃)₃ H 396.

H CH₂CH₂CF₃ H 397.

H CH₂C(CH₃)₂CF₃ H 398.

H

H 399.

H

H 400.

H

H 401.

H

H 402.

H

H 403.

H

H 404.

H CH₂CH(CH₃)₂ H 405.

H C(CH₃)₃ H 406.

H CH₂C(CH₃)₃ H 407.

H CH₂CH₂CF₃ H 408.

H CH₂C(CH₃)₂CF₃ H 409.

H

H 410.

H

H 411.

H

H 412.

H

H 413.

H

H 414.

H

H 415.

H CH₂CH(CH₃)₂ H 416.

H C(CH₃)₃ H 417.

H CH₂C(CH₃)₃ H 418.

H CH₂CH₂CF₃ H 419.

H CH₂C(CH₃)₂CF₃ H 420.

H

H 421.

H

H 422.

H

H 423.

H

H 424.

H

H 425.

H

H 426. H H H H 427. CD₃ H H H 428. H CD₃ H H 429. H H CD₃ H 430. H H HCD₃ 431. CD₃ H CD₃ H 432. CD₃ H H CD₃ 433. H CD₃ CH₃ H 434. H CD₃ H CD₃435. H H CD₃ CD₃ 436. CD₃ CD₃ CD₃ H 437. CD₃ CD₃ H CD₃ 438. CD₃ H CD₃CD₃ 439. H CD₃ CD₃ CD₃ 440. CD₃ CD₃ CD₃ CD₃ 441. CD₂CH₃ H H H 442.CD₂CH₃ CD₃ H CD₃ 443. CD₂CH₃ H CD₃ H 444. CD₂CH₃ H H CD₃ 445. CD₂CH₃ CD₃CD₃ H 446. CD₂CH₃ CD₃ H CD₃ 447. CD₂CH₃ H CD₃ CD₃ 448. CD₂CH₃ CD₃ CD₃CD₃ 449. H CD₂CH₃ H H 450. CH₃ CD₂CH₃ H CD₃ 451. H CD₂CH₃ CD₃ H 452. HCD₂CH₃ H CD₃ 453. CD₃ CD₂CH₃ CD₃ H 454. CD₃ CD₂CH₃ H CD₃ 455. H CD₂CH₃CD₃ CD₃ 456. CD₃ CD₂CH₃ CD₃ CD₃ 457. H H CD₂CH₃ H 458. CD₃ H CD₂CH₃ H459. H CD₃ CD₂CH₃ H 460. H H CD₂CH₃ CD₃ 461. CD₃ CD₃ CD₂CH₃ H 462. CD₃ HCD₂CH₃ CD₃ 463. H CD₃ CD₂CH₃ CD₃ 464. CD₃ CD₃ CD₂CH₃ CD₃ 465. CD(CH₃)₂ HH H 466. CD(CH₃)₂ CD₃ H CD₃ 467. CD(CH₃)₂ H CD₃ H 468. CD(CH₃)₂ H H CD₃469. CD(CH₃)₂ CD₃ CD₃ H 470. CD(CH₃)₂ CD₃ H CD₃ 471. CD(CH₃)₂ H CD₃ CD₃472. CD(CH₃)₂ CD₃ CD₃ CD₃ 473. H CD(CH₃)₂ H H 474. CD₃ CD(CH₃)₂ H CD₃475. H CD(CH₃)₂ CD₃ H 476. H CD(CH₃)₂ H CD₃ 477. CD₃ CD(CH₃)₂ CD₃ CD₃478. CD₃ CD(CH₃)₂ H CD₃ 479. H CD(CH₃)₂ CD₃ CD₃ 480. CD₃ CD(CH₃)₂ CD₃CD₃ 481. H H CD(CH₃)₂ H 482. CD₃ H CD(CH₃)₂ H 483. H CD₃ CD(CH₃)₂ H 484.H H CD(CH₃)₂ CD₃ 485. CD₃ CD₃ CD(CH₃)₂ H 486. CD₃ H CD(CH₃)₂ CD₃ 487. HCD₃ CD(CH₃)₂ CD₃ 488. CD₃ CD₃ CD(CH₃)₂ CD₃ 489. CD(CD₃)₂ H H H 490.CD(CD₃)₂ CD₃ H CD₃ 491. CD(CD₃)₂ H CD₃ H 492. CD(CD₃)₂ H H CD₃ 493.CD(CD₃)₂ CD₃ CD₃ H 494. CD(CD₃)₂ CD₃ H CD₃ 495. CD(CD₃)₂ H CD₃ CD₃ 496.CD(CD₃)₂ CD₃ CD₃ CD₃ 497. H CD(CD₃)₂ H H 498. CH₃ CD(CD₃)₂ H CD₃ 499. HCD(CD₃)₂ CD₃ H 500. H CD(CD₃)₂ H CD₃ 501. CD₃ CD(CD₃)₂ CD₃ H 502. CD₃CD(CD₃)₂ H CD₃ 503. H CD(CD₃)₂ CD₃ CD₃ 504. CD₃ CD(CD₃)₂ CD₃ CD₃ 505. HH CD(CD₃)₂ H 506. CD₃ H CD(CD₃)₂ H 507. H CD₃ CD(CD₃)₂ H 508. H HCD(CD₃)₂ CD₃ 509. CD₃ CD₃ CD(CD₃)₂ H 510. CD₃ H CD(CD₃)₂ CD₃ 511. H CD₃CD(CD₃)₂ CD₃ 512. CD₃ CD₃ CD(CD₃)₂ CD₃ 513. CD₂CH(CH₃)₂ H H H 514.CD₂CH(CH₃)₂ CD₃ H CD₃ 515. CD₂CH(CH₃)₂ H CD₃ H 516. CD₂CH(CH₃)₂ H H CD₃517. CD₂CH(CH₃)₂ CD₃ CD₃ H 518. CD₂CH(CH₃)₂ CD₃ H CD₃ 519. CD₂CH(CH₃)₂ HCD₃ CD₃ 520. CD₂CH(CH₃)₂ CD₃ CD₃ CD₃ 521. H CD₂CH(CH₃)₂ H H 522. CD₃CD₂CH(CH₃)₂ H CD₃ 523. H CD₂CH(CH₃)₂ CD₃ H 524. H CD₂CH(CH₃)₂ H CD₃ 525.CD₃ CD₂CH(CH₃)₂ CD₃ H 526. CD₃ CD₂CH(CH₃)₂ H CD₃ 527. H CD₂CH(CH₃)₂ CD₃CD₃ 528. CD₃ CD₂CH(CH₃)₂ CD₃ CD₃ 529. H H CD₂CH(CH₃)₂ H 530. CD₃ HCD₂CH(CH₃)₂ H 531. H CD₃ CD₂CH(CH₃)₂ H 532. H H CD₂CH(CH₃)₂ CD₃ 533. CD₃CD₃ CD₂CH(CH₃)₂ H 534. CD₃ H CD₂CH(CH₃)₂ CD₃ 535. H CD₃ CD₂CH(CH₃)₂ CD₃536. CD₃ CD₃ CD₂CH(CH₃)₂ CD₃ 537. CD₂C(CH₃)₃ H H H 538. CD₂C(CH₃)₃ CD₃ HCD₃ 539. CD₂C(CH₃)₃ H CD₃ H 540. CD₂C(CH₃)₃ H H CD₃ 541. CD₂C(CH₃)₃ CD₃CD₃ H 542. CD₂C(CH₃)₃ CD₃ H CD₃ 543. CD₂C(CH₃)₃ H CD₃ CD₃ 544.CD₂C(CH₃)₃ CH₃ CD₃ CD₃ 545. H CD₂C(CH₃)₃ H H 546. CD₃ CD₂C(CH₃)₃ H CD₃547. H CD₂C(CH₃)₃ CD₃ H 548. H CD₂C(CH₃)₃ H CD₃ 549. CD₃ CD₂C(CH₃)₃ CD₃H 550. CD₃ CD₂C(CH₃)₃ H CD₃ 551. H CD₂C(CH₃)₃ CD₃ CD₃ 552. CD₃CD₂C(CH₃)₃ CD₃ CD₃ 553. H H CD₂C(CH₃)₃ H 554. CD₃ H CD₂C(CH₃)₃ H 555. HCD₃ CD₂C(CH₃)₃ H 556. H H CD₂C(CH₃)₃ CD₃ 557. CD₃ CD₃ CD₂C(CH₃)₃ H 558.CD₃ H CD₂C(CH₃)₃ CD₃ 559. H CD₃ CD₂C(CH₃)₃ CD₃ 560. CD₃ CD₃ CD₂C(CH₃)₃CD₃ 561. CD₂C(CH₃)₂CF₃ H H H 562. CD₂C(CH₃)₂CF₃ CD₃ H CD₃ 563.CD₂C(CH₃)₂CF₃ H CD₃ H 564. CD₂C(CH₃)₂CF₃ H H CD₃ 565. CD₂C(CH₃)₂CF₃ CD₃CD₃ H 566. CD₂C(CH₃)₂CF₃ CD₃ H CD₃ 567. CD₂C(CH₃)₂CF₃ H CD₃ CD₃ 568.CD₂C(CH₃)₂CF₃ CD₃ CD₃ CD₃ 569. H CD₂C(CH₃)₂CF₃ H H 570. CD₃CD₂C(CH₃)₂CF₃ H CD₃ 571. H CD₂C(CH₃)₂CF₃ CD₃ H 572. H CD₂C(CH₃)₂CF₃ HCD₃ 573. CD₃ CD₂C(CH₃)₂CF₃ CD₃ H 574. CD₃ CD₂C(CH₃)₂CF₃ H CD₃ 575. HCD₂C(CH₃)₂CF₃ CD₃ CD₃ 576. CD₃ CD₂C(CH₃)₂CF₃ CD₃ CD₃ 577. H HCD₂C(CH₃)₂CF₃ H 578. CD₃ H CD₂C(CH₃)₂CF₃ H 579. H CD₃ CD₂C(CH₃)₂CF₃ H580. H H CD₂C(CH₃)₂CF₃ CD₃ 581. CD₃ CD₃ CD₂C(CH₃)₂CF₃ H 582. CD₃ HCD₂C(CH₃)₂CF₃ CD₃ 583. H CD₃ CD₂C(CH₃)₂CF₃ CD₃ 584. CD₃ CD₃CD₂C(CH₃)₂CF₃ CD₃ 585. CD₂CH₂CF₃ H H H 586. CD₂CH₂CF₃ CD₃ H CD₃ 587.CD₂CH₂CF₃ H CD₃ H 588. CD₂CH₂CF₃ H H CD₃ 589. CD₂CH₂CF₃ CD₃ CD₃ H 590.CD₂CH₂CF₃ CD₃ H CD₃ 591. CD₂CH₂CF₃ H CD₃ CD₃ 592. CD₂CH₂CF₃ CD₃ CD₃ CD₃593. H CD₂CH₂CF₃ H H 594. CD₃ CD₂CH₂CF₃ H CD₃ 595. H CD₂CH₂CF₃ CD₃ H596. H CD₂CH₂CF₃ H CD₃ 597. CD₃ CD₂CH₂CF₃ CD₃ H 598. CD₃ CD₂CH₂CF₃ H CD₃599. H CD₂CH₂CF₃ CD₃ CD₃ 600. CD₃ CD₂CH₂CF₃ CD₃ CD₃ 601. H H CD₂CH₂CF₃ H602. CD₃ H CD₂CH₂CF₃ H 603. H CD₃ CD₂CH₂CF₃ H 604. H H CD₂CH₂CF₃ CD₃605. CD₃ CD₃ CD₂CH₂CF₃ H 606. CD₃ H CD₂CH₂CF₃ CD₃ 607. H CD₃ CD₂CH₂CF₃CD₃ 608. CD₃ CD₃ CD₂CH₂CF₃ CD₃ 609.

H H H 610.

CD₃ H CD₃ 611.

H CD₃ H 612.

H H CD₃ 613.

CD₃ CD₃ H 614.

CD₃ H CD₃ 615.

H CD₃ CD₃ 616.

CD₃ CD₃ CD₃ 617. H

H H 618. CD₃

H CD₃ 619. H

CD₃ H 620. H

H CD₃ 621. CD₃

CD₃ H 622. CD₃

H CD₃ 623. H

CD₃ CD₃ 624. CD₃

CD₃ CD₃ 625. H H

H 626. CD₃ H

H 627. H CD₃

H 628. H H

CD₃ 629. CD₃ CD₃

H 630. CD₃ H

CD₃ 631. H CD₃

CD₃ 632. CD₃ CD₃

CD₃ 633.

H H H 634.

CD₃ H CD₃ 635.

H CD₃ H 636.

H H CD₃ 637.

CD₃ CD₃ H 638.

CD₃ H CD₃ 639.

H CD₃ CD₃ 640.

CD₃ CD₃ CD₃ 641. H

H H 642. CH₃

H CD₃ 643. H

CD₃ H 644. H

H CD₃ 645. CD₃

CD₃ H 646. CD₃

H CD₃ 647. H

CD₃ CD₃ 648. CH₃

CD₃ CD₃ 649. H H

H 650. CD₃ H

H 651. H CD₃

H 652. H H

CD₃ 653. CD₃ CD₃

H 654. CD₃ H

CD₃ 655. H CD₃

CD₃ 656. CD₃ CD₃

CD₃ 657.

H H H 658.

CD₃ H CD₃ 659.

H CD₃ H 660.

H H CD₃ 661.

CD₃ CD₃ H 662.

CD₃ H CD₃ 663.

H CD₃ CD₃ 664.

CD₃ CD₃ CD₃ 665. H

H H 666. CD₃

H CD₃ 667. H

CD₃ H 668. H

H CD₃ 669. CD₃

CD₃ H 670. CD₃

H CD₃ 671. H

CD₃ CD₃ 672. CD₃

CD₃ CD₃ 673. H H

H 674. CD₃ H

H 675. H CD₃

H 676. H H

CD₃ 677. CD₃ CD₃

H 678. CD₃ H

CD₃ 679. H CD₃

CD₃ 680. CD₃ CD₃

CD₃ 681.

H H H 682.

CD₃ H CD₃ 683.

H CD₃ H 684.

H H CD₃ 685.

CD₃ CD₃ H 686.

CD₃ H CD₃ 687.

H CD₃ CD₃ 688.

CD₃ CD₃ CD₃ 689. H

H H 690. CD₃

H CD₃ 691. H

CD₃ H 692. H

H CD₃ 693. CD₃

CD₃ H 694. CD₃

H CD₃ 695. H

CD₃ CD₃ 696. CD₃

CD₃ CD₃ 697. H H

H 698. CD₃ H

H 699. H CD₃

H 700. H H

CD₃ 701. CD₃ CD₃

H 702. CD₃ H

CD₃ 703. H CD₃

CD₃ 704. CD₃ CD₃

CD₃ 705.

H H H 706.

CD₃ H CD₃ 707.

H CD₃ H 708.

H H CD₃ 709.

CD₃ CD₃ H 710.

CD₃ H CD₃ 711.

H CD₃ CD₃ 712.

CD₃ CD₃ CD₃ 713. H

H H 714. CD₃

H CD₃ 715. H

CD₃ H 716. H

H CD₃ 717. CD₃

CD₃ H 718. CD₃

H CD₃ 719. H

CD₃ CD₃ 720. CD₃

CD₃ CD₃ 721. H H

H 722. CD₃ H

H 723. H CD₃

H 724. H H

CD₃ 725. CD₃ CD₃

H 726. CD₃ H

CD₃ 727. H CD₃

CD₃ 728. CD₃ CD₃

CD₃ 729.

H H H 730.

CD₃ H CD₃ 731.

H CD₃ H 732.

H H CD₃ 733.

CH₃ CH₃ H 734.

CD₃ H CD₃ 735.

H CD₃ CD₃ 736.

CD₃ CD₃ CD₃ 737. H

H H 738. CD₃

H CD₃ 739. H

CD₃ H 740. H

H CD₃ 741. CD₃

CD₃ H 742. CD₃

H CD₃ 743. H

CD₃ CD₃ 744. CD₃

CD₃ CD₃ 745. H H

H 746. CD₃ H

H 747. H CD₃

H 748. H H

CH₃ 749. CD₃ CD₃

H 750. CD₃ H

CD₃ 751. H CD₃

CD₃ 752. CD₃ CD₃

CD₃ 753. CD(CH₃)₂ H CD₂CH₃ H 754. CD(CH₃)₂ H CD(CH₃)₂ H 755. CD(CH₃)₂ HCD₂CH(CH₃)₂ H 756. CD(CH₃)₂ H C(CH₃)₃ H 757. CD(CH₃)₂ H CD₂C(CH₃)₃ H758. CD(CH₃)₂ H CD₂CH₂CF₃ H 759. CD(CH₃)₂ H CD₂C(CH₃)₂CF₃ H 760.CD(CH₃)₂ H

H 761. CD(CH₃)₂ H

H 762. CD(CH₃)₂ H

H 763. CD(CH₃)₂ H

H 764. CD(CH₃)₂ H

H 765. CD(CH₃)₂ H

H 766. C(CH₃)₃ H CD₂CH₃ H 767. C(CH₃)₃ H CD(CH₃)₂ H 768. C(CH₃)₃ HCD₂CH(CH₃)₂ H 769. C(CH₃)₃ H C(CH₃)₃ H 770. C(CH₃)₃ H CD₂C(CH₃)₃ H 771.C(CH₃)₃ H CD₂CH₂CF₃ H 772. C(CH₃)₃ H CD₂C(CH₃)₂CF₃ H 773. C(CH₃)₃ H

H 774. C(CH₃)₃ H

H 775. C(CH₃)₃ H

H 776. C(CH₃)₃ H

H 777. C(CH₃)₃ H

H 778. C(CH₃)₃ H

H 779. CD₂C(CH₃)₃ H CD₂CH₃ H 780. CD₂C(CH₃)₃ H CD(CH₃)₂ H 781.CD₂C(CH₃)₃ H CD₂CH(CH₃)₂ H 782. CD₂C(CH₃)₃ H C(CH₃)₃ H 783. CD₂C(CH₃)₃ HCD₂C(CH₃)₃ H 784. CD₂C(CH₃)₃ H CD₂CH₂CF₃ H 785. CD₂C(CH₃)₃ HCD₂C(CH₃)₂CF₃ H 786. CD₂C(CH₃)₃ H

H 787. CD₂C(CH₃)₃ H

H 788. CD₂C(CH₃)₃ H

H 789. CD₂C(CH₃)₃ H

H 790. CD₂C(CH₃)₃ H

H 791. CD₂C(CH₃)₃ H

H 792.

H CD₂CH₃ H 793.

H CD(CH₃)₂ H 794.

H CD₂CH(CH₃)₂ H 795.

H C(CH₃)₃ H 796.

H CD₂C(CH₃)₃ H 797.

H CD₂CH₂CF₃ H 798.

H CD₂C(CH₃)₂CF₃ H 799.

H

H 800.

H

H 801.

H

H 802.

H

H 803.

H

H 804.

H

H 805.

H CD₂CH₃ H 806.

H CD(CH₃)₂ H 807.

H CD₂CH(CH₃)₂ H 808.

H C(CH₃)₃ H 809.

H CD₂C(CH₃)₃ H 810.

H CD₂CH₂CF₃ H 811.

H CD₂C(CH₃)₂CF₃ H 812.

H

H 813.

H

H 814.

H

H 815.

H

H 816.

H

H 817.

H

H 818.

H CD₂CH₃ H 819.

H CD(CH₃)₂ H 820.

H CD₂CH(CH₃)₂ H 821.

H C(CH₃)₃ H 822.

H CD₂C(CH₃)₃ H 823.

H CD₂CH₂CF₃ H 824.

H CD₂C(CH₃)₂CF₃ H 825.

H

H 826.

H

H 827.

H

H 828.

H

H 829.

H

H 830.

H

H 831.

H CD₂CH₃ H 832.

H CD(CH₃)₂ H 833.

H CD₂CH(CH₃)₂ H 834.

H C(CH₃)₃ H 835.

H CD₂C(CH₃)₃ H 836.

H CD₂CH₂CF₃ H 837.

H CD₂C(CH₃)₂CF₃ H 838.

H

H 839.

H

H 840.

H

H 841.

H

H 842.

H

H 843.

H

H 844.

H CD₂CH₃ H 845.

H CD(CH₃)₂ H 846.

H CD₂CH(CH₃)₂ H 847.

H C(CH₃)₃ H 848.

H CD₂C(CH₃)₃ H 849.

H CD₂CH₂CF₃ H 850.

H CD₂C(CH₃)₂CF₃ H 851.

H

H 852.

H

H 853.

H

H 854.

H

H 855.

H

H 856.

H

H

According to some embodiments of the heteroleptic compound having theformula Ir(L_(A))_(n)(L_(B))_(3-n), the compound is selected from thegroup consisting of Compound A-1 through Compound A-4556 and CompoundB-1 through Compound B-229,408;

wherein each Compound A-x has the formula Ir(L_(Ai))₂(L_(Bj)):

wherein x=268j+i−268, i is an integer from 1 to 268, and j is an integerfrom 1 to 17;

wherein each Compound B-y has the formula Ir(L_(Ai))(L_(Ck))₂;

wherein y=268k+i−268, i is an integer from 1 to 268, and k is an integerfrom 1 to 856;

wherein L_(Ai), L_(Bj) and L_(Ck) have the structures as defined above.

According to another aspect of the present disclosure, a first organiclight emitting device incorporating the heteroleptic compound isdisclosed. The organic light emitting device comprising: an anode: acathode; and an organic layer, disposed between the anode and thecathode, comprising a heteroleptic compound having a formulaIr(L_(A))_(n)(L_(B))_(3-n):

wherein the ligand L_(A) is

wherein the ligand L_(B) is

wherein L_(A) is a different ligand from L_(B);

wherein n is 1 or 2;

wherein rings A, C, and D are each independently a 5-membered or6-membered carbocyclic or heterocyclic ring;

wherein R^(A), R^(C), and R^(D) each independently represent mono, di,tri, or tetra-substitution, or no substitution;

wherein R^(B) represents mono, di, tri, or tetra-substitution:

wherein at least one R^(B) has the following structure:

wherein X¹, X², X³, X⁴, and X⁵ are each independently carbon ornitrogen;

wherein R^(A), R^(B), R^(C), R^(D), R^(X), R^(Y), and R^(Z) are eachindependently selected from the group consisting of hydrogen, deuterium,halogen, alkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy, aryloxy,amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl,heteroaryl, acyl, carbonyl, carboxylic acid, ester, nitrile, isonitrile,sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof, andany two adjacent substituents are optionally joined or fused into aring;

wherein R¹, and R² are each independently selected from the groupconsisting of alkyl, cycloalkyl, partially fluorinated alkyl, partiallyfluorinated cycloalkyl, and their partially deuterated or fullydeuterated analogs, and combinations thereof;

wherein in each of the R¹, and R², if a carbon having a fluorine atomattached thereto, then this carbon is separated by at least one carbonatom from the ring E; and

wherein in each of the R¹, and R², carbon attaching to ring E is aprimary, secondary, tertiary, or a quaternary carbon.

In some embodiments, the first organic light emitting device isincorporated into a device selected from the group consisting of aconsumer product an electronic component module, an organiclight-emitting device, and a lighting panel.

In some embodiments of the first organic light emitting device, theorganic layer is an emissive layer and the compound is an emissivedopant or a non-emissive dopant.

In some embodiments of the first organic light emitting device, theorganic layer further comprises a host, wherein the host comprises atriphenylene containing benzo-fused thiophene or benzo-fused furan;

wherein any substituent in the host is an unfused substituentindependently selected from the group consisting of C_(n)H_(2n+1),OC_(n)H_(2n+1), OAr₁, N(CH_(n)H_(2n+1))₂, N(Ar₁)(Ar₂),CH═CH—C_(n)H_(2n+1), C≡C—C_(n)H_(2n+1), Ar₁, Ar₁—Ar₂, andC_(n)H_(2n)—Ar₁, or the host has no substitutions;

wherein n is from 1 to 10; and

wherein Ar₁ and Ar₂ are independently selected from the group consistingof benzene, biphenyl, naphthalene, triphenylene, carbazole, andheteroaromatic analogs thereof.

In some embodiments of the first organic light emitting device, the hostin the organic layer comprises at least one chemical group selected fromthe group consisting of carbazole, dibenzothiophene, dibenzofuran,dibenzoselenophene, azacarbazole, aza-dibenzothiophene,aza-dibenzofuran, and aza-dibenzoselenophene.

In some embodiments of the first organic light emitting device, the hostin the organic layer is selected from the group consisting of:

and combinations thereof.

In some embodiments of the first organic light emitting device, the hostin the organic layer comprises a metal complex.

The organic light emitting device disclosed herein can be incorporatedinto one or more of a consumer product, an electronic component module,an organic light-emitting device, and a lighting panel. The organiclayer can be an emissive layer and the compound can be an emissivedopant in some embodiments, while the compound can be a non-emissivedopant in other embodiments.

The organic layer can also include a host. In some embodiments, two ormore hosts are preferred. In some embodiments, the hosts used maybe a)bipolar, b) electron transporting, c) hole transporting or d) wide bandgap materials that play little role in charge transport. In someembodiments, the host can include a metal complex. The host can be atriphenylene containing benzo-fused thiophene or benzo-fused furan. Anysubstituent in the host can be an unfused substituent independentlyselected from the group consisting of C_(n)H_(2n+1), OC_(n)H_(2n+),OAr₁, N(C_(n)H_(2n+1))₂, N(Ar₁)(Ar₂), CH═CH—C_(n)H_(2n+1),C≡C—C_(n)H_(2n+1), Ar₁, Ar₁—Ar₂, and C_(n)H_(2n)—Ar₁, or the host has nosubstitution. In the preceding substituents n can range from 1 to 10;and Ar₁ and Ar₂ can be independently selected from the group consistingof benzene, biphenyl, naphthalene, triphenylene, carbazole, andheteroaromatic analogs thereof. The host can be an inorganic compound.For example a Zn containing inorganic material e.g. ZnS.

The host can be a compound comprising at least one chemical groupselected from the group consisting of triphenylene, carbazole,dibenzothiophene, dibenzofuran, dibenzoselenophene, azatriphenylene,azacarbazole, aza-dibenzothiophene, aza-dibenzofuran, andaza-dibenzoselenophene. The host can include a metal complex.

The host can be, but is not limited to, a specific compound selectedfrom the group consisting of:

and combinations thereof. Additional information on possible hosts isprovided below.

According to another aspect of the present disclosure, a formulationcomprising a heteroleptic compound having the formulaIr(L_(A))(L_(B))_(3-n) defined above is disclosed. The formulation caninclude one or more components selected from the group consisting of asolvent, a host, a hole injection material, hole transport material, andan electron transport layer material, disclosed herein.

Combination with Other Materials

The materials described herein as useful for a particular layer in anorganic light emitting device may be used in combination with a widevariety of other materials present in the device. For example, emissivedopants disclosed herein may be used in conjunction with a wide varietyof hosts, transport layers, blocking layers, injection layers,electrodes and other layers that may be present. The materials describedor referred to below are non-limiting examples of materials that may beuseful in combination with the compounds disclosed herein, and one ofskill in the art can readily consult the literature to identify othermaterials that may be useful in combination.

Conductivity Dopants:

A charge transport layer can be doped with conductivity dopants tosubstantially alter its density of charge carriers, which will in turnalter its conductivity. The conductivity is increased by generatingcharge carriers in the matrix material, and depending on the type ofdopant, a change in the Fermi level of the semiconductor may also beachieved. Hole-transporting layer can be doped by p-type conductivitydopants and n-type conductivity dopants are used in theelectron-transporting layer. Non-limiting examples of the conductivitydopants that may be used in an OLED in combination with materialsdisclosed herein are exemplified below together with references thatdisclose those materials:

EP01617493, EP01968131, EP2020694, EP2684932, US20050139810,US20070160905, US20090167167, US2010288362, WO06081780, WO2009003455,WO2009008277, WO2009011327, WO2014009310, US2007252140, US2015060804 andUS2012146012.

A hole injecting/transporting material to be used in the presentinvention is not particularly limited, and any compound may be used aslong as the compound is typically used as a hole injecting/transportingmaterial. Examples of the material include, but are not limited to: aphthalocyanine or porphyrin derivative; an aromatic amine derivative; anindolocarbazole derivative; a polymer containing fluorohydrocarbon; apolymer with conductivity dopants; a conducting polymer, such asPEDOT/PSS; a self-assembly monomer derived from compounds such asphosphonic acid and silane derivatives; a metal oxide derivative, suchas MoO_(x); a p-type semiconducting organic compound, such as1,4,5,8,9,12-Hexaazatriphenylenehexacarbonitrile; a metal complex, and across-linkable compounds.

Examples of aromatic amine derivatives used in HIL or HTL include, butnot limit to the following general structures:

Each of Ar¹ to Ar⁹ is selected from the group consisting of aromatichydrocarbon cyclic compounds such as benzene, biphenyl, triphenyl,triphenylene, naphthalene, anthracene, phenalene, phenanthrene,fluorene, pyrene, chrysene, perylene, and azulene; the group consistingof aromatic heterocyclic compounds such as dibenzothiophene,dibenzofuran, dibenzoselenophene, furan, thiophene, benzofuran,benzothiophene, benzoselenophene, carbazole, indolocarbazole,pyridylindole, pyrrolodipyridine, pyrazole, imidazole, triazole,oxazole, thiazole, oxadiazole, oxatriazole, dioxazole, thiadiazole,pyridine, pyridazine, pyrimidine, pyrazine, triazine, oxazine,oxathiazine, oxadiazine, indole, benzimidazole, indazole, indoxazine,benzoxazole, benzisoxazole, benzothiazole, quinoline, isoquinoline,cinnoline, quinazoline, quinoxaline, naphthyridine, phthalazine,pteridine, xanthene, acridine, phenazine, phenothiazine, phenoxazine,benzofuropyridine, furodipyridine, benzothienopyridine,thienodipyridine, benzoselenophenopyridine, and selenophenodipyridine;and the group consisting of 2 to 10 cyclic structural units which aregroups of the same type or different types selected from the aromatichydrocarbon cyclic group and the aromatic heterocyclic group and arebonded to each other directly or via at least one of oxygen atom,nitrogen atom, sulfur atom, silicon atom, phosphorus atom, boron atom,chain structural unit and the aliphatic cyclic group. Each Ar may beunsubstituted or may be substituted by a substituent selected from thegroup consisting of deuterium, halide, alkyl, cycloalkyl, heteroalkyl,arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl,heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carbonyl, carboxylicacids, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl,phosphino, and combinations thereof.

In one aspect, Ar¹ to Ar⁹ is independently selected from the groupconsisting of:

wherein k is an integer from 1 to 20; X¹⁰¹ to X¹⁰⁸ is C (including CH)or N; Z¹⁰¹ is NAr¹, O, or S; Ar¹ has the same group defined above.

Examples of metal complexes used in HIL or HTL include, but are notlimited to the following general formula:

wherein Met is a metal, which can have an atomic weight greater than 40;(Y¹⁰¹-Y¹⁰²) is a bidentate ligand, Y¹⁰¹ and Y¹⁰² are independentlyselected from C, N, O, P, and S; L¹⁰¹ is an ancillary ligand; k′ is aninteger value from 1 to the maximum number of ligands that may beattached to the metal; and k′+k″ is the maximum number of ligands thatmay be attached to the metal.

In one aspect, (Y¹⁰¹-Y¹⁰²) is a 2-phenylpyridine derivative. In anotheraspect, (Y¹⁰¹-Y¹⁰²) is a carbene ligand. In another aspect, Met isselected from Ir, Pt, Os, and Zn. In a further aspect, the metal complexhas a smallest oxidation potential in solution vs. Fc⁺/Fc couple lessthan about 0.6 V.

Non-limiting examples of the HIL and HTL materials that may be used inan OLED in combination with materials disclosed herein are exemplifiedbelow together with references that disclose those materials:

CN102702075, DE102012005215, EP01624500, EP01698613, EP01806334,EP01930964, EP01972613, EP01997799, EP02011790, EP02055700, EP02055701,EP1725079, EP2085382, EP2660300, EP650955, JP07-073529, JP2005112765,JP2007091719, JP2008021687, JP2014-009196, KR20110088898, KR20130077473,TW201139402, U.S. Pat. No. 6,517,957, US20020158242, US20030162053,US20050123751, US20060182993, US20060240279, US20070145888,US20070181874, US20070278938, US20080014464, US20080091025,US20080106190, US20080124572, US20080145707, US20080220265,US20080233434, US20080303417, US2008107919, US20090115320,US20090167161, US2009066235, US2011007385, US20110163302, US2011240968,US2011278551, US2012205642, US2013241401, US20140117329, US2014183517,U.S. Pat. No. 5,061,569, U.S. Pat. No. 5,639,914, WO05075451,WO07125714, WO08023550, WO08023759, WO2009145016, WO2010061824,WO2011075644, WO2012177006, WO2013018530, WO2013039073, WO2013087142,WO2013118812, WO2013120577, WO2013157367, WO2013175747, WO2014002873,WO2014015935, WO2014015937, WO2014030872, WO2014030921, WO2014034791,WO2014104514, WO2014157018.

An electron blocking layer (EBL) may be used to reduce the number ofelectrons and/or excitons that leave the emissive layer. The presence ofsuch a blocking layer in a device may result in substantially higherefficiencies, and or longer lifetime, as compared to a similar devicelacking a blocking layer. Also, a blocking layer may be used to confineemission to a desired region of an OLED. In some embodiments, the EBLmaterial has a higher LUMO (closer to the vacuum level) and/or highertriplet energy than the emitter closest to the EBL interface. In someembodiments, the EBL material has a higher LUMO (closer to the vacuumlevel) and or higher triplet energy than one or more of the hostsclosest to the EBL interface. In one aspect, the compound used in EBLcontains the same molecule or the same functional groups used as one ofthe hosts described below.

Host:

The light emitting layer of the organic EL device of the presentinvention preferably contains at least a metal complex as light emittingmaterial, and may contain a host material using the metal complex as adopant material. Examples of the host material are not particularlylimited, and any metal complexes or organic compounds may be used aslong as the triplet energy of the host is larger than that of thedopant. Any host material may be used with any dopant so long as thetriplet criteria is satisfied.

Examples of metal complexes used as host are preferred to have thefollowing general formula:

wherein Met is a metal; (Y¹⁰³-Y¹⁰⁴) is a bidentate ligand. Y¹⁰¹ and Y¹⁰⁴are independently selected from C, N, O, P, and S; L¹⁰¹ is an anotherligand: k′ is an integer value from 1 to the maximum number of ligandsthat may be attached to the metal; and k′+k″ is the maximum number ofligands that may be attached to the metal.

In one aspect, the metal complexes are:

wherein (O—N) is a bidentate ligand, having metal coordinated to atoms Oand N.

In another aspect. Met is selected from Ir and Pt. In a further aspect,(Y¹⁰³-Y¹⁰⁴) is a carbene ligand.

Examples of other organic compounds used as host are selected from thegroup consisting of aromatic hydrocarbon cyclic compounds such asbenzene, biphenyl, triphenyl, triphenylene, tetraphenylene, naphthalene,anthracene, phenalene, phenanthrene, fluorene, pyrene, chrysene,perylene, and azulene; the group consisting of aromatic heterocycliccompounds such as dibenzothiophene, dibenzofuran, dibenzoselenophene,furan, thiophene, benzofuran, benzothiophene, benzoselenophene,carbazole, indolocarbazole, pyridylindole, pyrrolodipyridine, pyrazoleimidazole, triazole, oxazole, thiazole, oxadiazole, oxatriazole,dioxazole, thiadiazole, pyridine, pyridazine, pyrimidine, pyrazine,triazine, oxazine, oxathiazine, oxadiazine, indole, benzimidazole,indazole, indoxazine, benzoxazole, benzisoxazole, benzothiazole,quinoline, isoquinoline, cinnoline, quinazoline, quinoxaline,naphthyridine, phthalazine, pteridine, xanthene, acridine, phenazine,phenothiazine, phenoxazine, benzofuropyridine, furodipyridine,benzothienopyridine, thienodipyridine, benzoselenophenopyridine, andselenophenodipyridine; and the group consisting of 2 to 10 cyclicstructural units which are groups of the same type or different typesselected from the aromatic hydrocarbon cyclic group and the aromaticheterocyclic group and are bonded to each other directly or via at leastone of oxygen atom, nitrogen atom, sulfur atom, silicon atom, phosphorusatom, boron atom, chain structural unit and the aliphatic cyclic group.Each option within each group may be unsubstituted or may be substitutedby a substituent selected from the group consisting of deuterium,halide, alkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy, aryloxy,amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl,heteroaryl, acyl, carbonyl, carboxylic acids, ester, nitrile,isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinationsthereof.

In one aspect, the host compound contains at least one of the followinggroups in the molecule:

wherein each of R¹⁰¹ to R¹⁰⁷ is independently selected from the groupconsisting of hydrogen deuterium, halide, alkyl, cycloalkyl,heteroalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl,cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carbonyl,carboxylic acids, ester, nitrile, isonitrile, sulfanyl, sulfinyl,sulfonyl, phosphino, and combinations thereof, and when it is aryl orheteroaryl, it has the similar definition as Ar's mentioned above, k isan integer from 0 to 20 or 1 to 20; k′″ is an integer from 0 to 20. X¹⁰¹to X¹⁰⁸ is selected from C (including CH) or N.Z¹⁰¹ and Z¹⁰² is selected from NR¹⁰¹, O, or S.

Non-limiting examples of the host materials that may be used in an OLEDin combination with materials disclosed herein are exemplified belowtogether with references that disclose those materials:

EP2034538, EP2034538A, EP2757608, JP2007254297, KR201000079458,KR20120088644, KR20120129733, KR20130115564, TW201329200, US20030175553,US20050238919, US20060280965, US20090017330, US20090030202,US20090167162, US20090302743, US20090309488, US20100012931,US20100084966), US20100187984, US2010187984, US2012075273, US2012126221,US2013009543, US2013105787, US2013175519, US2014001446, US20140183503,US20140225088, US2014034914, U.S. Pat. No. 7,154,114, WO2001039234,WO2004093207, WO2005014551, WO2005089025, WO2006072002, WO2006114966,WO2007063754, WO2008056746, WO2009003898, WO2009021126, WO2009063833,WO2009066778, WO200906779, WO2009086028, WO2010056066, WO2010107244,WO2011081423, WO2011081431, WO2011086863, WO2012128298, WO2012133644,WO2012133649, WO2013024872, WO2013035275, WO2013081315, WO2013191404,WO2014142472.

Additional Emitters:

One or more additional emitter dopants may be used in conjunction withthe compound of the present disclosure. Examples of the additionalemitter dopants are not particularly limited, and any compounds may beused as long as the compounds are typically used as emitter materials.Examples of suitable emitter materials include, but are not limited to,compounds which can produce emissions via phosphorescence, fluorescence,thermally activated delayed fluorescence. i.e., TADF (also referred toas E-type delayed fluorescence), triplet-triplet annihilation, orcombinations of these processes.

Non-limiting examples of the emitter materials that may be used in anOLED in combination with materials disclosed herein are exemplifiedbelow together with references that disclose those materials:CN103694277, CN1696137, EB01238981, EP01239526, EP01961743, EP1239526.EP1244155. EP1642951, EP1647554, EP1841834, EP1841834B, EP2062907,EP2730583, JP2012074444, JP2013110263, JP4478555, KR1020090133652,KR20120032054, KR20130043460, TW201332980, U.S. Pat. No. 6,699,599, U.S.Pat. No. 6,916,554, US20010019782, US20020034656, US20030068526,US20030072964, US20030138657, US20050123788, US20050244673,US2005123791, US2005260449, US20060008670, US20060065890, US20060127696,US20060134459, US20060134462, US20060202194, US200060251923,US20070034863, US20070087321, US20070103060, US20070111026,US20070190359, US20070231600, US2007034863, US2007104979, US2007104980,US2007138437, US2007224450, US2007278936, US20080020237, US20080233410,US20080261076, US20080297033, US200805851, US2008161567, US2008210930,US20090039776, US20090108737, US20090115322, US20090179555,US2009085476, US2009104472, US201000090591, US20100148663.US20100244004, US20100295032, US2010102716, US2010105902, US2010244004,US2010270916, US20110057559, US20110108822, US2010204333, US2011215710,US2011227049, US2011285275, US2012292601, US20130146848, US2013033172,US2013165653. US2013181190, US2013334521, US20140246656, US2014103305,U.S. Pat. No. 6,303,238, U.S. Pat. No. 6,413,656. U.S. Pat. No.6,653,654, U.S. Pat. No. 6,670,645, U.S. Pat. No. 6,687,266, U.S. Pat.No. 6,835,469, U.S. Pat. No. 6,921,915, U.S. Pat. No. 7,279,704, U.S.Pat. No. 7,332,232, U.S. Pat. No. 7,378,162, U.S. Pat. No. 7,534,505,U.S. Pat. No. 7,675,228, U.S. Pat. No. 7,728,137, U.S. Pat. No.7,740,957, U.S. Pat. No. 7,759,489, U.S. Pat. No. 7,951,947, U.S. Pat.No. 8,067,099, U.S. Pat. No. 8,592,586, U.S. Pat. No. 8,871,361,WO06081973, WO06121811, WO07018067, WO07108362, WO07115970, WO07115981,WO08035571, WO2002015645, WO2003040257, WO2005019373, WO2006056418,WO2008054584, WO2008078800, WO2008096609, WO2008101842, WO2009000673,WO2009050281, WO2009100991, WO2010028151, WO2010054731, WO2010086089,WO2010118029, WO2011044988, WO2011051404, WO2011107491, WO2012020327,WO2012163471, WO2013094620, WO2013107487, WO2013174471, WO2014007565,WO2014008982, WO2014023377, WO2014024131, WO2014031977, WO2014038456WO2014112450.

HBL:

A hole blocking layer (HBL) may be used to reduce the number of holesand/or excitons that leave the emissive layer. The presence of such ablocking layer in a device may result in substantially higherefficiencies and/or longer lifetime as compared to a similar devicelacking a blocking layer. Also, a blocking layer may be used to confineemission to a desired region of an OLED. In some embodiments, the HBLmaterial has a lower HOMO (further from the vacuum level) and or highertriplet energy than the emitter closest to the HBL interface. In someembodiments, the HBL material has a lower HOMO (further from the vacuumlevel) and or higher triplet energy than one or more of the hostsclosest to the HBL interface.

In one aspect, compound used in HBL contains the same molecule or thesame functional groups used as host described above.

In another aspect, compound used in HBL contains at least one of thefollowing groups in the molecule:

wherein k is an integer from 1 to 20; L¹⁰¹ is an another ligand, k′ isan integer from 1 to 3.

ETL:

Electron transport layer (ETL) may include a material capable oftransporting electrons. Electron transport layer may be intrinsic(undoped), or doped. Doping may be used to enhance conductivity.Examples of the ETL material are not particularly limited, and any metalcomplexes or organic compounds may be used as long as they are typicallyused to transport electrons.

In one aspect, compound used in ETL contains at least one of thefollowing groups in the molecule:

wherein R¹⁰¹ is selected from the group consisting of hydrogen,deuterium, halide, alkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy,aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl,aryl, heteroaryl, acyl, carbonyl, carboxylic acids, ester, nitrile,isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinationsthereof, when it is aryl or heteroaryl, it has the similar definition asAr's mentioned above. Ar¹ to Ar³ has the similar definition as Ar'smentioned above. k is an integer from 1 to 20. X¹⁰¹ to X¹⁰⁸ is selectedfrom C (including CH) or N.

In another aspect, the metal complexes used in ETL contains, but notlimit to the following general formula:

wherein (O—N) or (N—N) is a bidentate ligand, having metal coordinatedto atoms O, N or N, N; L¹⁰¹ is another ligand; k′ is an integer valuefrom 1 to the maximum number of ligands that may be attached to themetal.

Non-limiting examples of the ETL materials that may be used in an OLEDin combination with materials disclosed herein are exemplified belowtogether with references that disclose those materials: CN103508940,EP01602648, EP01734038, EP01956007, JP2004-022334, JP2005149918,JP2005-268199, KR0117693, KR20130108183, US20040036077, US20070104977,US2007018155, US20090101870, US20090115316, US20090140637,US20090179554, US2009218940, US2010108990, US2011156017, US2011210320,US2012193612, US2012214993, US2014014925, US2014014927, US20140284580,U.S. Pat. No. 6,656,612, U.S. Pat. No. 8,415,031, WO2003060956,WO2007111263, WO2009148269, WO2010067894, WO2010072300, WO2011074770,WO2011105373, WO2013079217, WO2013145667, WO2013180376, WO2014104499,WO2014104535.

Charge Generation Layer (CGL)

In tandem or stacked OLEDs, the CGL plays an essential role in theperformance, which is composed of an n-doped layer and a p-doped layerfor injection of electrons and holes, respectively. Electrons and holesare supplied from the CGL and electrodes. The consumed electrons andholes in the CGL are refilled by the electrons and holes injected fromthe cathode and anode, respectively: then, the bipolar currents reach asteady state gradually. Typical CGL materials include n and pconductivity dopants used in the transport layers.

In any above-mentioned compounds used in each layer of the OLED device,the hydrogen atoms can be partially or fully deuterated. Thus, anyspecifically listed substituent, such as, without limitation, methyl,phenyl, pyridyl, etc. may be undeuterated, partially deuterated, andfully deuterated versions thereof. Similarly, classes of substituentssuch as, without limitation, alkyl, aryl, cycloalkyl, heteroaryl, etc,also may be undeuterated, partially deuterated, and fully deuteratedversions thereof.

EXPERIMENTAL Materials Synthesis

All reactions were carried out under nitrogen protections unlessspecified otherwise. All solvents for reactions are anhydrous and usedas received from commercial sources.

Synthesis of Comparative Compound 1

Iridium intermediate (1.10 g, 1.48 mmol),2,4-bis(4-(tert-butyl)phenyl)-6-(6-phenylpyridin-3-yl)-1,3,5-triazine(2.22 g, 4.45 mmol), and Ethanol (30 mL) were combined in a flask withreflux condenser. The reaction was heated to reflux under an atmosphereof nitrogen and monitored by HPLC. After 96 hours, the reaction wascooled to room temperature and filtered over Celite. The solid thuscollected was washed with MeOH, and then extracted with DCM. The crudeproduct was purified via column chromatography using 60-75%Toluene:heptanes solvent system. The product was further purified bydissolving in DCM and precipitating with MeOH. The title compound wasafforded (0.4 g, 26% yield) as a red powder.

Synthesis of Compound B-1074

Iridium intermediate (1.50 g, 2.02 mmol),2,4-diisopropyl-6-(6-phenylpyridin-3-yl)-1,3,5-triazine (1.93 g, 6.05mmol) and ethanol (40 mL) were combined in a flask. A condenser wasattached then the system was placed under nitrogen. The reaction washeated to reflux overnight. Upon cooling down to room temperature, solidcrashed out and was filtered over a pad of Celite and washed with MeOH.The solids were then was washed with DCM. The crude product was purifiedvia column chromatography using heptanes/DCM/EA (79/20/1) solventsystem. The product was triturated from MeOH to afford 1.40 g (82%yield) of the title compound.

Synthesis of Compound B-1079

Iridium intermediate (1.80 g, 2.42 mmol),2,4-di-tert-butyl-6-(6-phenylpyridin-3 yl)-1,3,5-triazine (2.52 g, 7.26mmol) and ethanol (50 mL) were combined in a flask. A condenser wasattached then the system was placed under nitrogen. The reaction washeated to reflux overnight. Upon cooling down to room temperature, solidcrashed out and was filtered over a pad of Celite and washed with MeOH.The solids were then washed with DCM. The product was purified viacolumn chromatography using toluene/heptanes (80/20) solvent system. Theproduct was then triturated from MeOH to afford the title compound (1.40g, 66% yield).

Synthesis of Compound B-114,979

Iridium intermediate (1.40 g, 1.79 mmol),2,4-di-tert-butyl-6-(6-phenylpyridin-3-yl)-1,3,5-triazine (1.86 g, 5.37mmol) and ethanol (36 mL) were combined in a flask with a refluxcondenser. The reaction was heated to reflux overnight. Upon coolingdown to room temperature, solid crashed out and was filtered over a padof Celite and washed with MeOH. The solids were then washed with DCM.The crude product was purified via column chromatography usingtoluene/heptanes (60/40) solvent system. The product was then trituratedfrom MeOH to afford the title compound (0.50 g, 30% yield).

All example devices were fabricated by high vacuum (<10⁻⁷ with Toareflux) thermal evaporation. The anode electrode was 1150 Å of indiumtin oxide (ITO). The cathode consisted of 10 Å of Liq(8-hydroxyquinoline lithium) followed by 1,000 Å of Al. All devices wereencapsulated with a glass lid sealed with an epoxy resin in a nitrogenglove box (<1 ppm of H₂O and O₂) immediately after fabrication, and amoisture getter was incorporated inside the package. The organic stackof the device examples consisted of sequentially, from the ITO surface,100 Å of LG01 (purchased from LG chem) as the hole injection layer(HIL); 400 Å of HTM as a hole transporting layer (HTL): 300 Å of anemissive layer (EML) containing Compound H as a host, a stability dopant(SD) (18%), and Comparative Compound 1 or Compounds 1074, 1079, and 3223as the emitter (3%); 100 Å of Compound H as a blocking layer; and 350 Åof Liq (8-hydroxyquinoline lithium) doped with 40% of ETM as the ETL.The emitter was selected to provide the desired color, efficiency andlifetime. The stability dopant (SD) was added to theelectron-transporting host to help transport positive charge in theemissive layer. The Comparative Example device was fabricated similarlyto the device examples except that Comparative Compound 1 was used asthe emitter in the EML. FIG. 1 shows the schematic device structure.Table 1 shows the device layer thickness and materials. The chemicalstructures of the materials used in the debices are shown below:

The device performance data are summarized in Table 2. The comparativecompound has a very high sublimation temperature (T_(SUB)) and partiallydecomposed during thermal evaporation, which does not make it a suitablematerial for commercial applications. Compounds B-1074, B-1079, andB-114,979 all have much lower sublimation temperature which makes themmuch easier to manufacture. Moreover, the inventive compounds showedvery similar color (λ max from 598 to 603 nm) and Full Width at HalfMaximum (FWHM) from 80 to 82 nm. They also showed high EQE and longlifetime.

TABLE 1 Device layer materials and thicknesses Layer Material Thickness[Å] Anode ITO 1150 HIL LG101 (LG Chem) 100 HTL HTM 400 EML Compound H:SD 300 18%:Emitter 3% BL Compound H 100 ETL Liq: ETM 40% 350 EIL Liq 10Cathode Al 1000

TABLE 2 Device performance data At 10 mA/cm² At 80 mA/cm² Device T_(SUB)1931 CIE λ max FWHM EQE LT_(95%) Example Emitter [° C.] x y [nm] [nm][%] [h] Example 1 Compound B- 192 0.607 0.391 599 80 18.5 5,400 1074Example 2 Compound B- 204 0.606 0.391 598 81 18.4 4,300 1079 Example 3Compound B- 197 0.616 0.383 603 82 20.1 18,300  114,979 CE1 Comparative287 — — — — — — Compound 1

It is understood that the various embodiments described herein are byway of example only, and are not intended to limit the scope of theinvention. For example, many of the materials and structures describedherein may be substituted with other materials and structures withoutdeviating from the spirit of the invention. The present invention asclaimed may therefore include variations from the particular examplesand preferred embodiments described herein, as will be apparent to oneof skill in the art. It is understood that various theories as to whythe invention works are not intended to be limiting.

1. A heteroleptic compound having a formula Ir(L_(A))(L_(B))_(3-n):wherein the ligand L_(A) is

wherein the ligand L_(B) is

wherein L_(A) is a different ligand from L_(B); wherein n is 1 or 2;wherein rings A, C, and D are each independently a 5-membered or6-membered carbocyclic or heterocyclic ring; wherein R^(A), R^(C), andR^(D) each independently represent mono, di, tri, or tetra-substitution,or no substitution; wherein R^(B) represents mono, di, tri, ortetra-substitution; wherein at least one R^(B) has the followingstructure:

wherein X¹, X², X³, X⁴, and X⁵ are each independently carbon ornitrogen; wherein R^(A), R^(B), R^(C), R^(D), R^(X), R^(Y), and R^(Z)are each independently selected from the group consisting of hydrogen,deuterium, halogen, alkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy,aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl,aryl, heteroaryl, acyl, carbonyl, carboxylic acid, ester, nitrile,isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinationsthereof, and any two adjacent substituents are optionally joined orfused into a ring; wherein R¹, and R² are each independently selectedfrom the group consisting of alkyl, cycloalkyl, partially fluorinatedalkyl, partially fluorinated cycloalkyl, and their partially deuteratedor fully deuterated analogs, and combinations thereof; wherein in eachof the R¹, and R², if a carbon has a fluorine atom attached thereto,then said carbon is separated by at least one carbon atom from the ringE; and wherein R¹ and R² are each attached to the ring E by a carbonthat is a primary, secondary, tertiary, or a quaternary carbon.
 2. Thecompound of claim 1, wherein ring A is benzene.
 3. The compound of claim1, wherein ring C is benzene, and ring D is pyridine of which X⁵ is N.4. The compound of claim 1, wherein X¹, X², X³, and X⁴ are each acarbon.
 5. The compound of claim 1, wherein R^(B) is para to the Ncoordinated to Ir.
 6. The compound of claim 1, wherein R^(B) is meta tothe N coordinated to Ir.
 7. (canceled)
 8. The compound of claim 1,wherein at least one of R¹ and R² is selected from the group consistingof:


9. The compound of claim 1, wherein the ligand L_(A) is selected fromthe group consisting of L_(A1) through L_(A268) defined below: L_(A1) toL_(A11) represented by

wherein in L_(A1): R¹ = R² = R^(B1), in L_(A2): R¹ = R² = B^(B2), inL_(A3): R¹ = R² = R^(B3), in L_(A4): R¹ = R² = R^(B4), in L_(A5): R¹ =R² = R^(B5), in L_(A6): R¹ = R² = R^(B6), in L_(A7): R¹ = R² = R^(B7),in L_(A8): R¹ = R² = R^(B8), in L_(A9): R¹ = R² = R^(A2), in L_(A10): R¹= R² = R^(A22), and in L_(A11): R¹ = R² = R^(A28);, L_(A12) to L_(A20)represented by

wherein in L_(A12): R¹ = R^(B2) and R² = R^(B1), in L_(A13): R¹ = R^(B3)and R² = R^(B1), in L_(A14): R¹ = R^(B5) and R² = R^(B1), in L_(A15): R¹= R^(A2) and R² = R^(B1), in L_(A16): R¹ = R^(A28) and R² = R^(B1), inL_(A17): R¹ = R^(B3) and R² = R^(B2), in L_(A18): R¹ = R^(B5) and R² =R^(B2), in L_(A19): R¹ = R^(A2) and R² = R^(B2), and, in L_(A20): R¹ =R^(A28) and R² = R^(B2); L_(A21) to L_(A31) represented by

wherein in L_(A21): R¹ = R² = R^(B1), in L_(A22): R¹ = R² = R^(B2), inL_(A23): R¹ = R² = R^(B3), in L_(A24): R¹ = R² = R^(B4), in L_(A25): R¹= R² = R^(B5), in L_(A26): R¹ = R² = R^(B6), in L_(A27): R¹ = R² =R^(B7), in L_(A28): R¹ = R² = R^(B8), in L_(A29): R¹ = R² = R^(A2), inL_(A30): R¹ = R² = R^(A22), and, in L_(A31): R¹ = R² = R^(A28);, L_(A32)to L_(A42) represented by

wherein in L_(A32): R¹ = R² = R^(B1), in L_(A33): R¹ = R² = R^(B2), inL_(A34): R¹ = R² = R^(B3), in L_(A35): R¹ = R² = R^(B4), in L_(A36): R¹= R² = R^(B5), in L_(A37): R¹ = R² = R^(B6), in L_(A38): R¹ = R² =R^(B7), in L_(A39): R¹ = R² = R^(B8), in L_(A40): R¹ = R² = R^(A2), inL_(A41): R¹ = R² = R^(A22), and in L_(A42): R¹ = R² = R^(A28);, L_(A43)to L_(A51) represented by

wherein in L_(A43): R¹ = R^(B2) and R² = R^(B1), in L_(A44): R¹ = R^(B3)and R² = R^(B1), in L_(A45): R¹ = R^(B5) and R² = R^(B1), in L_(A46): R¹= R^(A2) and R² = R^(B1), in L_(A47): R¹ = R^(A28) and R² = R^(B1), inL_(A48): R¹ = R^(B3) and R² = R^(B2), in L_(A49): R¹ = R^(B5) and R² =R^(B2), in L_(A50): R¹ = R^(A2) and R² = R^(B2), and, , in L_(A51): R¹ =R^(A28) and R² = R^(B2);, L_(A52) to L_(A62) represented by

wherein in L_(A52): R¹ = R² = R^(B1), in L_(A53): R¹ = R² = B^(B2), inL_(A54): R¹ = R² = R^(B3), in L_(A55): R¹ = R² = R^(B4), in L_(A56): R¹= R² = R^(B5), in L_(A57): R¹ = R² = R^(B6), in L_(A58): R¹ = R² =R^(B7), in L_(A59): R¹ = R² = R^(B8), in L_(A60): R¹ = R² = R^(A2), inL_(A61): R¹ = R² = R^(A22), and, in L_(A62): R¹ = R² = R^(A28);, L_(A63)to L_(A71) represented by

wherein in L_(A63): R¹ = R^(B2) and R² = R^(B1), in L_(A64): R¹ = R^(B3)and R² = R^(B1), in L_(A65): R¹ = R^(B5)and R² = R^(B1), in L_(A66): R¹= R^(A2) and R² = R^(B1), in L_(A67): R¹ = R^(A28) and R² = R^(B1), inL_(A68): R¹ = R^(B3) and R² = R^(B2), in L_(A69): R¹ = R^(B5) and R² =R^(B2), in L_(A70): R¹ = R^(A2) and R² = R^(B2), and in L_(A71): R² =R^(A28) and R² = R^(B2);, L_(A72) to L_(A82) represented by

wherein in L_(A72): R¹ = R² = R^(B1), in L_(A73): R¹ = R² = R^(B2), inL_(A74): R¹ = R² = R^(B3), in L_(A75): R¹ = R² = R^(B4), in L_(A76): R¹= R² = R^(B5), in L_(A77): R¹ = R² = R^(B6), in L_(A78): R¹ = R² =R^(B7), in L_(A79): R¹ = R² = R^(B8), in L_(A80): R¹ = R² = R^(A2), inL_(A81): R¹ = R² = R^(A22), and, in L_(A82): R¹ = R² = R^(A28);, L_(A83)to L_(A93) represented by

wherein in L_(A83): R¹ = R² = R^(B1), in L_(A84): R¹ = R² = R^(B2), inL_(A85): R¹ = R² = R^(B3), in L_(A86): R¹ = R² = R^(B4), in L_(A87): R¹= R² = R^(B5), in L_(A88): R¹ = R² = R^(B6), in L_(A89): R¹ = R² =R^(B7), in L_(A90): R¹ = R² = R^(B8), in L_(A91): R¹ = R² = R^(A2), inL_(A92): R¹ = R² = R^(A22), and in L_(A93): R¹ = R² = R^(A28);, L_(A94)to L_(A102) represented by

wherein in L_(A94): R¹ = R⁸² and R² = R^(B1), in L_(A95): R¹ = R^(B3)and R² = R^(B1), in L_(A96): R¹ = R^(B5) and R² = R^(B1), in L_(A97): R¹= R^(A2) and R² = R^(B1), in L_(A98): R¹ = R^(A28) and R² = R^(B1), inL_(A99): R¹ = R^(B3) and R² = R^(B2), in L_(A100): R¹ = R^(B5) and R² =R^(B2), in L_(A101): R¹ = R^(A2) and R² = R^(B2), and, in L_(A102): R¹ =R^(A28) and R² = R^(B2);, L_(A103) to L_(A113) represented by

wherein in L_(A103): R¹ = R² = R^(B1), in L_(A104): R¹ = R² = R^(B2), inL_(A105): R¹ = R² = R^(B3), in L_(A106): R¹ = R² = R^(B4), in L_(A107):R¹ = R² = R^(B5), in L_(A108): R¹ = R² = R^(B6), in L_(A109): R¹ = R² =R^(B7), in L_(A110): R¹ = R² = R^(B8), in L_(A111): R¹ = R² = R^(A2), inL_(A112): R¹ = R² = R^(A22), and, in L_(A113): R¹ = R² = R^(A28);,L_(A114) to L_(A124) represented by

wherein in L_(A114): R¹ = R² = R^(B1), in L_(A115): R¹ = R² = R^(B2), inL_(A116): R¹ = R² = R^(B3), in L_(A117): R¹ = R² = R^(B4), in L_(A118):R¹ = R² = R^(B5), in L_(A119): R¹ = R² = R^(B6), in L_(A120): R¹ = R² =R^(B7), in L_(A121): R¹ = R² = R^(B8), in L_(A122): R¹ = R² = R^(A2), inL_(A123): R¹ = R² = R^(A22), and in L_(A124): R¹ = R² = R^(A28);,L_(A125) to L_(A133) represented by

wherein in L_(A125): R¹ = R^(B2) and R² = R^(B1), in L_(A126): R¹ =R^(B3) and R² = R^(B1), in L_(A127): R¹ = R^(B5) and R² = R^(B1), inL_(A128): R¹ = R^(A2) and R² = R^(B1), in L_(A129): R¹ = R^(A28) and R²= R^(B1), in L_(A130): R¹ = R^(B3) and R² = R^(B2), in L_(A131): R¹ =R^(B5) and R² = R^(B2), in L_(A132): R¹ = R^(A2) and R² = R^(B2), and,in L_(A133): R¹ = R^(A28) and R² = R^(B2);, L_(A134) to L_(A144)represented by

wherein in L₁₃₄: R¹ = R² = R^(B1), in L_(A135): R¹ = R² = R^(B2), inL_(A136): R¹ = R² = R^(B3), in L_(A137): R¹ = R² = R^(B4), in L_(A138):R¹ = R² = R^(B5), in L_(A139): R¹ = R² = R^(B6), in L_(A140): R¹ = R² =R^(B7), in L_(A141): R¹ = R² = R^(B8), in L_(A142): R¹ = R² = R^(A2), inL_(A143): R¹ = R² = R^(A22), and, in L_(A144): R¹ = R² = R^(A28);,L_(A145) to L_(A155) represented by

wherein in L_(A145): R¹ = R² = R^(B1), in L_(A146): R¹ = R² = R^(B2), inL_(A147): R¹ = R² = R^(B3), in L_(A148): R¹ = R² = R^(B4), in L_(A149):R¹ = R² = R^(B5), in L_(A150): R¹ = R² = R^(B6), in L_(A151): R¹ = R² =R^(B7), in L_(A152): R¹ = R² = R^(B8), in L_(A153): R¹ = R² = R^(A2), inL_(A154): R¹ = R² = R^(A22), and in L_(A155): R¹ = R² = R^(A28);,L_(A158) to L_(A164) represented by

wherein in L_(A156): R¹ = R^(B2) and R² = R^(B1), in L_(A157): R¹ =R^(B3) and R² = R^(B1), in L_(A158): R¹ = R^(B5) and R² = R^(B1), inL_(A159): R¹ = R^(A2) and R² = R^(B1), in L_(A160): R¹ = R^(A28) and R²= R^(B1), in L_(A161): R¹ = R^(B3) and R² = R^(B2), in L_(A162): R¹ =R^(B5) and R² = R^(B2), in L_(A163): R¹ = R^(A2) and R² = R^(B2), and,in L_(A164): R¹ = R^(A28) and R² = R^(B2);, L_(A165) to L_(A175)represented by

wherein L_(A165): R¹ and R² = R^(B1), in L_(A166): R¹ = R² = R^(B2), inL_(A167): R¹ = R² = R^(B3), in L_(A168): R¹ = R² = R^(B4), in L_(A169):R¹ = R² = R^(B5), in L_(A170): R¹ = R² = R^(B6), in L_(A171): R¹ = R² =R^(B7), in L_(A172): R¹ = R² = R^(B8), in L_(A173): R¹ = R² = R^(A2), inL_(A174): R¹ = R² = R^(A22), and, in L_(A175): R¹ = R² = R^(A28);, L₁₇₈to L_(A186) represented by

wherein in L₁₇₆: R¹ = R² = R^(B1), in L_(A177): R¹ = R² = R^(B2), inL_(A178): R¹ = R² = R^(B3), in L_(A179): R¹ = R² = R^(B4), in L_(A180):R¹ = R² = R^(B5), in L_(A181): R¹ = R² = R^(B6), in L_(A182): R¹ = R² =R^(B7), in L_(A183): R¹ = R² = R^(B8), in L_(A184): R¹ = R² = R^(A2), inL_(A185): R¹ = R² = R^(A22), and in L_(A186): R¹ = R² = R^(A28);,L_(A187) to L_(A195) represented by

wherein in L_(A187): R¹ = R^(B2) and R² = R^(B1), in L_(A188): R¹ =R^(B3) and R² = R^(B1), in L_(A189): R¹ = R^(B5) and R² = R^(B1), inL_(A190): R¹ = R^(A2) and R² = R^(B1), in L_(A191): R¹ = R^(A28) and R²= R^(B1), in L_(A192): R¹ = R^(B3) and R² = R^(B2), in L_(A193): R¹ =R^(B5) and R² = R^(B2), in L_(A194): R¹ = R^(A2) and R² = R^(B2), and,in L_(A195): R¹ = R^(A28) and R² = R^(B2); L_(A196) to L_(A206)represented by

wherein in L_(A196): R¹ = R² = R^(B1), in L_(A197): R¹ = R² = R^(B2), inL_(A198): R¹ = R² = R^(B3), in L_(A199): R¹ = R² = R^(B4), in L_(A200):R¹ = R² = R^(B5), in L_(A201): R¹ = R² = R^(B6), in L_(A202): R¹ = R² =R^(B7), in L_(A203): R¹ = R² = R^(B8), in L_(A204): R¹ = R² = R^(A2), inL_(A205): R¹ = R² = R^(A22), and, in L_(A206): R¹ = R² = R^(A28);,L_(A207) to L_(A217) represented by

wherein in L_(A207): R¹ = R² = R^(B1), in L_(A208): R¹ = R² = R^(B2), inL_(A209): R¹ = R² = R^(B3), in L_(A210): R¹ = R² = R^(B4), in L_(A211):R¹ = R² = R^(B5), in L_(A212): R¹ = R² = R^(B6), in L_(A213): R¹ = R² =R^(B7), in L_(A214): R¹ = R² = R^(B8), in L_(A215): R¹ = R² = R^(A2), inL_(A216): R¹ = R² = R^(A22), and in L_(A217): R¹ = R² = R^(A28);,L_(A218) to L_(A228) represented by

wherein in L_(A218): R¹ = R^(B2) and R² = R^(B1); in L_(A219): R¹ =R^(B3) and R² = R^(B1), in L_(A220): R¹ = R^(B5) and R² = R^(B1), inL_(A221): R¹ = R^(A2) and R² = R^(B1), in L_(A222): R¹ = R^(A28) and R²= R^(B1), in L_(A223): R¹ = R^(B3) and R² = R^(B2), in L_(A224): R¹ =R^(B5) and R² = R^(B2), in L_(A225): R¹ = R^(A2) and R² = R^(B2), and,in L_(A226): R¹ = R^(A28) and R² = R^(B2); L_(A227) to L_(A237)represented by

wherein in L_(A227): R¹ = R² = R^(B1), in L_(A228): R¹ = R² = R^(B2), inL_(A229): R¹ = R² = R^(B3), in L_(A230): R¹ = R² = R^(B4), in L_(A231):R¹ = R² = R^(B5), in L_(A232): R¹ = R² = R^(B6), in L_(A233): R¹ = R² =R^(B7), in L_(A234): R¹ = R² = R^(B8), in L_(A235): R¹ = R² = R^(A2), inL_(A236): R¹ = R² = R^(A22), and, in L_(A237): R¹ = R² = R^(A28);,L_(A238) to L_(A248) represented by

wherein in L_(A238): R¹ = R² = R^(B1), in L_(A239): R¹ = R² = R^(B2), inL_(A240): R¹ = R² = R^(B3), in L_(A241): R¹ = R² = R^(B4), in L_(A242):R¹ = R² = R^(B5), in L_(A243): R¹ = R² = R^(B6), in L_(A244): R¹ = R² =R^(B7), in L_(A245): R¹ = R² = R^(B8), in L_(A246): R¹ = R² = R^(A2), inL_(A247): R¹ = R² = R^(A22), and in L_(A248): R¹ = R² = R^(A28);,L_(A249) to L_(A257) represented by

wherein in L₂₄₉: R¹ = R^(B2) and R² = R^(B1), in L_(A250): R¹ = R^(B3)and R² = R^(B1), in L_(A251): R¹ = R^(B5) and R² = R^(B1), in L_(A252):R¹ = R^(A2) and R² = R^(B1), in L_(A253): R¹ = R^(A28) and R² = R^(B1),in L_(A254): R¹ = R^(B3) and R² = R^(B2), in L_(A255): R¹ = R^(B5) andR² = R^(B2), in L_(A256): R¹ = R^(A2) and R² = R^(B2), and, in L_(A257):R¹ = R^(A28) and R² = R^(B2);, and L_(A258) to L_(A268) represented by

wherein in L₂₅₈: R¹ = R² = R^(B1), in L_(A259): R¹ = R² = R^(B2), inL_(A260): R¹ = R² = R^(B3), in L_(A261): R¹ = R² = R^(B4), in L_(A262):R¹ = R² = R^(B5), in L_(A263): R¹ = R² = R^(B6), in L_(A264): R¹ = R² =R^(B7), in L_(A265): R¹ = R² = R^(B8), in L_(A266): R¹ = R² = R^(A2), inL_(A267): R¹ = R² = R^(A22), and, in L_(A268): R¹ = R² = R^(A28);,

wherein R^(B1) to R^(B8) have the following structures:

and R^(A2), R^(A22), and R^(A28) have the following structures:


10. The compound of claim 1, wherein the ligand L_(B) is selected fromthe group consisting of:

wherein each X¹ to X¹³ are independently selected from the groupconsisting of carbon and nitrogen; wherein X is selected from the groupconsisting of BR′, NR′, PR′, O, S, Se, C═O, S═O, SO₂, CR′R″, SiR′R″, andGeR′R″; wherein R′ and R″ are optionally fused or joined to form a ring;wherein each R_(a), R_(b), R_(c), and R_(d) may represent from monosubstitution to the possible maximum number of substitution, or nosubstitution; wherein R′, R″, R_(a), R_(b), R_(c), and R_(d) are eachindependently selected from the group consisting of hydrogen, deuterium,halide, alkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy, aryloxy,amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl,heteroaryl, acyl, carbonyl, carboxylic acids, ester, nitrile,isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinationsthereof; and wherein any two adjacent substitutents of R_(a), R_(b),R_(c), and R_(d) are optionally fused or joined to form a ring or form amultidentate ligand.
 11. The compound of claim 10, wherein the ligandL_(B) is selected from the group consisting of:

12.-14. (canceled)
 15. The compound of claim 10, wherein the ligandL_(B) is selected from the group consisting of L_(C1) through L_(C856)each of which has the structure of

wherein R^(C1), R^(C2), R^(C3), and R^(C4) are defined as follows: LcR^(C1) R^(C2) R^(C3) R^(C4)
 1. H H H H
 2. CH₃ H H H
 3. H CH₃ H H
 4. H HCH₃ H
 5. H H H CH₃
 6. CH₃ H CH₃ H
 7. CH₃ H H CH₃
 8. H CH₃ CH₃ H
 9. H CH₃H CH₃
 10. H H CH₃ CH₃
 11. CH₃ CH₃ CH₃ H
 12. CH₃ CH₃ H CH₃
 13. CH₃ H CH₃CH₃
 14. H CH₃ CH₃ CH₃ 15 CH₃ CH₃ CH₃ CH₃
 16. CH₂CH₃ H H H
 17. CH₂CH₃ CH₃H CH₃
 18. CH₂CH₃ H CH₃ H
 19. CH₂CH₃ H H CH₃
 20. CH₂CH₃ CH₃ CH₃ H 21.CH₂CH₃ CH₃ H CH₃
 22. CH₂CH₃ H CH₃ CH₃
 23. CH₂CH₃ CH₃ CH₃ CH₃
 24. HCH₂CH₃ H H
 25. CH₃ CH₂CH₃ H CH₃
 26. H CH₂CH₃ CH₃ H
 27. H CH₂CH₃ H CH₃28. CH₃ CH₂CH₃ CH₃ H
 29. CH₃ CH₂CH₃ H CH₃
 30. H CH₂CH₃ CH₃ CH₃
 31. CH₃CH₂CH₃ CH₃ CH₃
 32. H H CH₂CH₃ H
 33. CH₃ H CH₂CH₃ H
 34. H CH₃ CH₂CH₃ H35. H H CH₂CH₃ CH₃
 36. CH₃ CH₃ CH₂CH₃ H
 37. CH₃ H CH₂CH₃ CH₃
 38. H CH₃CH₂CH₃ CH₃
 39. CH₃ CH₃ CH₂CH₃ CH₃
 40. CH(CH₃)₂ H H H
 41. CH(CH₃)₂ CH₃ HCH₃
 42. CH(CH₃)₂ H CH₃ H
 43. CH(CH₃)₂ H H CH₃
 44. CH(CH₃)₂ CH₃ CH₃ H 45.CH(CH₃)₂ CH₃ H CH₃
 46. CH(CH₃)₂ H CH₃ CH₃
 47. CH(CH₃)₂ CH₃ CH₃ CH₃
 48. HCH(CH₃)₂ H H
 49. CH₃ CH(CH₃)₂ H CH₃
 50. H CH(CH₃)₂ CH₃ H
 51. H CH(CH₃)₂H CH₃
 52. CH₃ CH(CH₃)₂ CH₃ H
 53. CH₃ CH(CH₃)₂ H CH₃
 54. H CH(CH₃)₂ CH₃CH₃
 55. CH₃ CH(CH₃)₂ CH₃ CH₃
 56. H H CH(CH₃)₂ H
 57. CH₃ H CH(CH₃)₂ H 58.H CH₃ CH(CH₃)₂ H
 59. H H CH(CH₃)₂ CH₃
 60. CH₃ CH₃ CH(CH₃)₂ H
 61. CH₃ HCH(CH₃)₂ CH₃
 62. H CH₃ CH(CH₃)₂ CH₃
 63. CH₃ CH₃ CH(CH₃)₂ CH₃ 64.CH₂CH(CH₃)₂ H H H
 65. CH₂CH(CH₃)₂ CH₃ H CH₃
 66. CH₂CH(CH₃)₂ H CH₃ H 67.CH₂CH(CH₃)₂ H H CH₃
 68. CH₂CH(CH₃)₂ CH₃ CH₃ H
 69. CH₂CH(CH₃)₂ CH₃ H CH₃70. CH₂CH(CH₃)₂ H CH₃ CH₃
 71. CH₂CH(CH₃)₂ CH₃ CH₃ CH₃
 72. H CH₂CH(CH₃)₂H H
 73. CH₃ CH₂CH(CH₃)₂ H CH₃
 74. H CH₂CH(CH₃)₂ CH₃ H
 75. H CH₂CH(CH₃)₂H CH₃
 76. CH₃ CH₂CH(CH₃)₂ CH₃ H
 77. CH₃ CH₂CH(CH₃)₂ H CH₃
 78. HCH₂CH(CH₃)₂ CH₃ CH₃
 79. CH₃ CH₂CH(CH₃)₂ CH₃ CH₃
 80. H H CH₂CH(CH₃)₂ H81. CH₃ H CH₂CH(CH₃)₂ H
 82. H CH₃ CH₂CH(CH₃)₂ H
 83. H H CH₂CH(CH₃)₂ CH₃84. CH₃ CH₃ CH₂CH(CH₃)₂ H
 85. CH₃ H CH₂CH(CH₃)₂ CH₃
 86. H CH₃CH₂CH(CH₃)₂ CH₃
 87. CH₃ CH₃ CH₂CH(CH₃)₂ CH₃
 88. C(CH₃)₃ H H H 89.C(CH₃)₃ CH₃ H CH₃
 90. C(CH₃)₃ H CH₃ H
 91. C(CH₃)₃ H H CH₃
 92. C(CH₃)₃CH₃ CH₃ H
 93. C(CH₃)₃ CH₃ H CH,
 94. C(CH₃)₃ H CH₃ CH₃
 95. C(CH₃)₃ CH₃CH₃ CH₃
 96. H C(CH₃)₃ H H
 97. CH₃ C(CH₃)₃ H CH₃
 98. H C(CH₃)₃ CH₃ H 99.H C(CH₃)₃ H CH₃
 100. CH₃ C(CH₃)₃ CH₃ H
 101. CH₃ C(CH₃)₃ H CH₃
 102. HC(CH₃)₃ CH₃ CH₃
 103. CH₃ C(CH₃)₃ CH₃ CH₃
 104. H H C(CH₃)₃ H
 105. CH₃ HC(CH₃)₃ H
 106. H CH₃ C(CH₃)₃ H
 107. H H C(CH₃)₃ CH₃
 108. CH₃ CH₃ C(CH₃)₃H
 109. CH₃ H C(CH₃)₃ CH₃
 110. H CH₃ C(CH₃)₃ CH₃
 111. CH₃ CH₃ C(CH₃)₃ CH₃112. CH₂C(CH₃)₃ H H H
 113. CH₂C(CH₃)₃ CH₃ H CH₃
 114. CH₂C(CH₃)₃ H CH₃ H115. CH₂C(CH₃)₃ H H CH₃
 116. CH₂C(CH₃)₃ CH₃ CH₃ H
 117. CH₂C(CH₃)₃ CH₃ HCH₃
 118. CH₂C(CH₃)₃ H CH₃ CH₃
 119. CH₂C(CH₃)₃ CH₃ CH₃ CH₃
 120. HCH₂C(CH₃)₃ H H
 121. CH₃ CH₂C(CH₃)₃ H CH₃
 122. H CH₂C(CH₃)₃ CH₃ H
 123. HCH₂C(CH₃)₃ H CH₃
 124. CH₃ CH₂C(CH₃)₃ CH₃ H
 125. CH₃ CH₂C(CH₃)₃ H CH₃126. H CH₂C(CH₃)₃ CH₃ CH₃
 127. CH₃ CH₂C(CH₃)₃ CH₃ CH₃
 128. H HCH₂C(CH₃)₃ H
 129. CH₃ H CH₂C(CH₃)₃ H
 130. H CH₃ CH₂C(CH₃)₃ H
 131. H HCH₂C(CH₃)₃ CH₃
 132. CH₃ CH₃ CH₂C(CH₃)₃ H
 133. CH₃ H CH₂C(CH₃)₃ CH₃ 134.H CH₃ CH₂C(CH₃)₃ CH₃
 135. CH₃ CH₃ CH₂C(CH₃)₃ CH₃
 136. CH₂C(CH₃)₂CF₃ H HH
 137. CH₂C(CH₃)₂CF₃ CH₃ H CH₃
 138. CH₂C(CH₃)₂CF₃ H CH₃ H 139.CH₂C(CH₃)₂CF₃ H H CH₃
 140. CH₂C(CH₃)₂CF₃ CH₃ CH₃ H
 141. CH₂C(CH₃)₂CF₃CH₃ H CH₃
 142. CH₂C(CH₃)₂CF₃ H CH₃ CH₃
 143. CH₂C(CH₃)₂CF₃ CH₃ CH₃ CH₃144. H CH₂C(CH₃)₂CF₃ H H
 145. CH₃ CH₂C(CH₃)₂CF₃ H CH₃
 146. HCH₂C(CH₃)₂CF₃ CH₃ H
 147. H CH₂C(CH₃)₂CF₃ H CH₃
 148. CH₃ CH₂C(CH₃)₂CF₃CH₃ H
 149. CH₃ CH₂C(CH₃)₂CF₃ H CH₃
 150. H CH₂C(CH₃)₂CF₃ CH₃ CH₃
 151. CH₃CH₂C(CH₃)₂CF₃ CH₃ CH₃
 152. H H CH₂C(CH₃)₂CF₃ H
 153. CH₃ H CH₂C(CH₃)₂CF₃H
 154. H CH₃ CH₂C(CH₃)₂CF₃ H
 155. H H CH₂C(CH₃)₂CF₃ CH₃
 156. CH₃ CH₃CH₂C(CH₃)₂CF₃ H
 157. CH₃ H CH₂C(CH₃)₂CF₃ CH₃
 158. H CH₃ CH₂C(CH₃)₂CF₃CH₃
 159. CH₃ CH₃ CH₂C(CH₃)₂CF₃ CH₃
 160. CH₂CH₂CF₃ H H H
 161. CH₂CH₂CF₃CH₃ H CH₃
 162. CH₂CH₂CF₃ H CH₃ H
 163. CH₂CH₂CF₃ H H CH₃
 164. CH₂CH₂CF₃CH₃ CH₃ H
 165. CH₂CH₂CF₃ CH₃ H CH₃
 166. CH₂CH₂CF₃ H CH₃ CH₃ 167.CH₂CH₂CF₃ CH₃ CH₃ CH₃
 168. H CH₂CH₂CF₃ H H
 169. CH₃ CH₂CH₂CF₃ H CH₃ 170.H CH₂CH₂CF₃ CH₃ H
 171. H CH₂CH₂CF₃ H CH₃
 172. CH₃ CH₂CH₂CF₃ CH₃ H 173.CH₃ CH₂CH₂CF₃ H CH₃
 174. H CH₂CH₂CF₃ CH₃ CH₃
 175. CH₃ CH₂CH₂CF₃ CH₃ CH₃176. H H CH₂CH₂CF₃ H
 177. CH₃ H CH₂CH₂CF₃ H
 178. H CH₃ CH₂CH₂CF₃ H 179.H H CH₂CH₂CF₃ CH₃
 180. CH₃ CH₃ CH₂CH₂CF₃ H
 181. CH₃ H CH₂CH₂CF₃ CH₃ 182.H CH₃ CH₂CH₂CF₃ CH₃
 183. CH₃ CH₃ CH₂CH₂CF₃ CH₃
 184.

H H H
 185.

CH₃ H CH₃
 186.

H CH₃ H
 187.

H H CH₃
 188.

CH₃ CH₃ H
 189.

CH₃ H CH₃
 190.

H CH₃ CH₃
 191.

CH₃ CH₃ CH₃
 192. H

H H
 193. CH₃

H CH₃
 194. H

CH₃ H
 195. H

H CH₃
 196. CH₃

CH₃ H
 197. CH₃

H CH₃
 198. H

CH₃ CH₃
 199. CH₃

CH₃ CH₃
 200. H H

H
 201. CH₃ H

H
 202. H H

H
 203. H CH₃

CH₃
 204. CH₃ H

H
 205. CH₃ CH₃

CH₃
 206. H H

CH₃
 207. CH₃ CH₃

CH₃
 208.

H H H
 209.

CH₃ H CH₃
 210.

H CH₃ H
 211.

H H CH₃
 212.

CH₃ CH₃ H
 213.

CH₃ H CH₃
 214.

H CH₃ CH₃
 215.

CH₃ CH₃ CH₃
 216. H

H H
 217. CH₃

H CH₃
 218. H

CH₃ H
 219. H

H CH₃
 220. CH₃

CH₃ H
 221. CH₃

H CH₃
 222. H

CH₃ CH₃
 223. CH₃

CH₃ CH₃
 224. H H

H
 225. CH₃ H

H
 226. H CH₃

H
 227. H H

CH₃
 228. CH₃ CH₃

H
 229. CH₃ H

CH₃
 230. H CH₃

CH₃
 231. CH₃ CH₃

CH₃
 232.

H H H
 233.

CH₃ H CH₃
 234.

H CH₃ H
 235.

H H CH₃
 236.

CH₃ CH₃ H
 237.

CH₃ H CH₃
 238.

H CH₃ CH₃
 239.

CH₃ CH₃ CH₃
 240. H

H H
 241. CH₃

H CH₃
 242. H

CH₃ H
 243. H

H CH₃
 244. CH₃

CH₃ H
 245. CH₃

H CH₃
 246. H

CH₃ CH₃
 247. CH₃

CH₃ CH₃
 248. H H

H
 249. CH₃ H

H
 250. H CH₃

H
 251. H H

CH₃
 252. CH₃ CH₃

H
 253. CH₃ H

CH₃
 254. H CH₃

CH₃
 255. CH₃ CH₃

CH₃
 256.

H H H
 257.

CH₃ H CH₃
 258.

H CH₃ H
 259.

H H CH₃
 260.

CH₃ CH₃ H
 261.

CH₃ H CH₃
 262.

H CH₃ CH₃
 263.

CH₃ CH₃ CH₃
 264. H

H H
 265. CH₃

H CH₃
 266. H

CH₃ H
 267. H

H CH₃
 268. CH₃

CH₃ H
 269. CH₃

H CH₃
 270. H

CH₃ CH₃
 271. CH₃

CH₃ CH₃
 272. H H

H
 273. CH₃ H

H
 274. H CH₃

H
 275. H H

CH₃
 276. CH₃ CH₃

H
 277. CH₃ H

CH₃
 278. H CH₃

CH₃
 279. CH₃ CH₃

CH₃
 280.

H H H
 281.

CH₃ H CH₃
 282.

H CH₃ H
 283.

H H CH₃
 284.

CH₃ CH₃ H
 285.

CH₃ H CH₃
 286.

H CH₃ CH₃
 287.

CH₃ CH₃ CH₃
 288. H

H H
 289. CH₃

H CH₃
 290. H

CH₃ H
 291. H

H CH₃
 292. CH₃

CH₃ H
 293. CH₃

H CH₃
 294. H

CH₃ CH₃
 295. CH₃

CH₃ CH₃
 296. H H

H
 297. CH₃ H

H
 298. H CH₃

H
 299. H H

CH₃
 300. CH₃ CH₃

H
 301. CH₃ H

CH₃
 302. H CH₃

CH₃
 303. CH₃ CH₃

CH₃
 304.

H H H
 305.

CH₃ H CH₃
 306.

H CH₃ H
 307.

H H CH₃
 308.

CH₃ CH₃ H
 309.

CH₃ H CH₃
 310.

H CH₃ CH₃
 311.

CH₃ CH₃ CH₃
 312. H

H H
 313. CH₃

H CH₃
 314. H

CH₃ H
 315. H

H CH₃
 316. CH₃

CH₃ H
 317. CH₃

H CH₃
 318. H

CH₃ CH₃
 319. CH₃

CH₃ CH₃
 320. H H

H
 321. CH₃ H

H
 322. H CH₃

H
 323. H H

CH₃
 324. CH₃ CH₃

H
 325. CH₃ H

CH₃
 326. H CH₃

CH₃
 327. CH₃ CH₃

CH₃
 328. CH(CH₃)₂ H CH₂CH₃ H
 329. CH(CH₃)₂ H CH(CH₃)₂ H
 330. CH(CH₃)₂ HCH₂CH(CH₃)₂ H
 331. CH(CH₃)₂ H C(CH₃)₃ H
 332. CH(CH₃)₂ H CH₂C(CH₃)₃ H333. CH(CH₃)₂ H CH₂CH₂CF₃ H
 334. CH(CH₃)₂ H CH₂C(CH₃)₂CF₃ H 335.CH(CH₃)₂ H

H
 336. CH(CH₃)₂ H

H
 337. CH(CH₃)₂ H

H
 338. CH(CH₃)₂ H

H
 339. CH(CH₃)₂ H

H
 340. CH(CH₃)₂ H

H
 341. C(CH₃)₃ H CH₂CH₃ H
 342. C(CH₃)₃ H CH(CH₃)₂ H
 343. C(CH₃)₃ HCH₂CH(CH₃)₂ H
 344. C(CH₃)₃ H C(CH₃)₃ H
 345. C(CH₃)₃ H CH₂C(CH₃)₃ H 346.C(CH₃)₃ H CH₂CH₂CF₃ H
 347. C(CH₃)₃ H CH₂C(CH₃)₂CF₃ H
 348. C(CH₃)₃ H

H
 349. C(CH₃)₃ H

H
 350. C(CH₃)₃ H

H
 351. C(CH₃)₃ H

H
 352. C(CH₃)₃ H

H
 353. C(CH₃)₃ H

H
 354. CH₂C(CH₃)₃ H CH₂CH₃ H
 355. CH₂C(CH₃)₃ H CH(CH₃)₂ H 356.CH₂C(CH₃)₃ H CH₂CH(CH₃)₂ H
 357. CH₂C(CH₃)₃ H C(CH₃)₃ H
 358. CH₂C(CH₃)₃ HCH₂C(CH₃)₃ H
 359. CH₂C(CH₃)₃ H CH₂CH₂CF₃ H
 360. CH₂C(CH₃)₃ HCH₂C(CH₃)₂CF₃ H
 361. CH₂C(CH₃)₃ H

H
 362. CH₂C(CH₃)₃ H

H
 363. CH₂C(CH₃)₃ H

H
 364. CH₂C(CH₃)₃ H

H
 365. CH₂C(CH₃)₃ H

H
 366. CH₂C(CH₃)₃ H

H
 367.

H CH₂CH₃ H
 368.

H CH(CH₃)₂ H
 369.

H CH₂CH(CH₃)₂ H
 370.

H C(CH₃)₃ H
 371.

H CH₂C(CH₃)₃ H
 372.

H CH₂CH₂CF₃ H
 373.

H CH₂C(CH₃)₂CF₃ H
 374.

H

H
 375.

H

H
 376.

H

H
 377.

H

H
 378.

H

H
 379.

H

H
 380.

H CH₂CH₃ H
 381.

H CH(CH₃)₂ H
 382.

H CH₂CH(CH₃)₂ H
 383.

H C(CH₃)₃ H
 384.

H CH₂C(CH₃)₃ H
 385.

H CH₂CH₂CF₃ H
 386.

H CH₂C(CH₃)₂CF₃ H
 387.

H

H
 388.

H

H
 389.

H

H
 390.

H

H
 391.

H

H
 392.

H

H
 393.

H CH₂CH(CH₃)₂ H
 394.

H C(CH₃)₃ H
 395.

H CH₂C(CH₃)₃ H
 396.

H CH₂CH₂CF₃ H
 397.

H CH₂C(CH₃)₂CF₃ H
 398.

H

H
 399.

H

H
 400.

H

H
 401.

H

H
 402.

H

H
 403.

H

H
 404.

H CH₂CH(CH₃)₂ H
 405.

H C(CH₃)₃ H
 406.

H CH₂C(CH₃)₃ H
 407.

H CH₂CH₂CF₃ H
 408.

H CH₂C(CH₃)₂CF₃ H
 409.

H

H
 410.

H

H
 411.

H

H
 412.

H

H
 413.

H

H
 414.

H

H
 415.

H CH₂CH(CH₃)₂ H
 416.

H C(CH₃)₃ H
 417.

H CH₂C(CH₃)₃ H
 418.

H CH₂CH₂CF₃ H
 419.

H CH₂C(CH₃)₂CF₃ H
 420.

H

H
 421.

H

H
 422.

H

H
 423.

H

H
 424.

H

H
 425.

H

H
 426. H H H H
 427. CD₃ H H H
 428. H CD₃ H H
 429. H H CD₃ H
 430. H H HCD₃
 431. CD₃ H CD₃ H
 432. CD₃ H H CD₃
 433. H CD₃ CH₃ H
 434. H CD₃ H CD₃435. H H CD₃ CD₃
 436. CD₃ CD₃ CD₃ H
 437. CD₃ CD₃ H CD₃
 438. CD₃ H CD₃CD₃
 439. H CD₃ CD₃ CD₃
 440. CD₃ CD₃ CD₃ CD₃
 441. CD₂CH₃ H H H 442.CD₂CH₃ CD₃ H CD₃
 443. CD₂CH₃ H CD₃ H
 444. CD₂CH₃ H H CD₃
 445. CD₂CH₃ CD₃CD₃ H
 446. CD₂CH₃ CD₃ H CD₃
 447. CD₂CH₃ H CD₃ CD₃
 448. CD₂CH₃ CD₃ CD₃CD₃
 449. H CD₂CH₃ H H
 450. CH₃ CD₂CH₃ H CD₃
 451. H CD₂CH₃ CD₃ H
 452. HCD₂CH₃ H CD₃
 453. CD₃ CD₂CH₃ CD₃ H
 454. CD₃ CD₂CH₃ H CD₃
 455. H CD₂CH₃CD₃ CD₃
 456. CD₃ CD₂CH₃ CD₃ CD₃
 457. H H CD₂CH₃ H
 458. CD₃ H CD₂CH₃ H459. H CD₃ CD₂CH₃ H
 460. H H CD₂CH₃ CD₃
 461. CD₃ CD₃ CD₂CH₃ H
 462. CD₃ HCD₂CH₃ CD₃
 463. H CD₃ CD₂CH₃ CD₃
 464. CD₃ CD₃ CD₂CH₃ CD₃
 465. CD(CH₃)₂ HH H
 466. CD(CH₃)₂ CD₃ H CD₃
 467. CD(CH₃)₂ H CD₃ H
 468. CD(CH₃)₂ H H CD₃469. CD(CH₃)₂ CD₃ CD₃ H
 470. CD(CH₃)₂ CD₃ H CD₃
 471. CD(CH₃)₂ H CD₃ CD₃472. CD(CH₃)₂ CD₃ CD₃ CD₃
 473. H CD(CH₃)₂ H H
 474. CD₃ CD(CH₃)₂ H CD₃475. H CD(CH₃)₂ CD₃ H
 476. H CD(CH₃)₂ H CD₃
 477. CD₃ CD(CH₃)₂ CD₃ H 478.CD₃ CD(CH₃)₂ H CD₃
 479. H CD(CH₃)₂ CD₃ CD₃
 480. CD₃ CD(CH₃)₂ CD₃ CD₃481. H H CD(CH₃)₂ H
 482. CD₃ H CD(CH₃)₂ H
 483. H CD₃ CD(CH₃)₂ H
 484. H HCD(CH₃)₂ CD₃
 485. CD₃ CD₃ CD(CH₃)₂ H
 486. CD₃ H CD(CH₃)₂ CD₃
 487. H CD₃CD(CH₃)₂ CD₃
 488. CD₃ CD₃ CD(CH₃)₂ CD₃
 489. CD(CD₃)₂ H H H
 490. CD(CD₃)₂CD₃ H CD₃
 491. CD(CD₃)₂ H CD₃ H
 492. CD(CD₃)₂ H H CD₃
 493. CD(CD₃)₂ CD₃CD₃ H
 494. CD(CD₃)₂ CD₃ H CD₃
 495. CD(CD₃)₂ H CD₃ CD₃
 496. CD(CD₃)₂ CD₃CD₃ CD₃
 497. H CD(CD₃)₂ H H
 498. CH₃ CD(CD₃)₂ H CD₃
 499. H CD(CD₃)₂ CD₃H
 500. H CD(CD₃)₂ H CD₃
 501. CD₃ CD(CD₃)₂ CD₃ H
 502. CD₃ CD(CD₃)₂ H CD₃503. H CD(CD₃)₂ CD₃ CD₃
 504. CD₃ CD(CD₃)₂ CD₃ CD₃
 505. H H CD(CD₃)₂ H506. CD₃ H CD(CD₃)₂ H
 507. H CD₃ CD(CD₃)₂ H
 508. H H CD(CD₃)₂ CD₃ 509.CD₃ CD₃ CD(CD₃)₂ H
 510. CD₃ H CD(CD₃)₂ CD₃
 511. H CD₃ CD(CD₃)₂ CD₃ 512.CD₃ CD₃ CD(CD₃)₂ CD₃
 513. CD₂CH(CH₃)₂ H H H
 514. CD₂CH(CH₃)₂ CD₃ H CD₃515. CD₂CH(CH₃)₂ H CD₃ H
 516. CD₂CH(CH₃)₂ H H CD₃
 517. CD₂CH(CH₃)₂ CD₃CD₃ H
 518. CD₂CH(CH₃)₂ CD₃ H CD₃
 519. CD₂CH(CH₃)₂ H CD₃ CD₃ 520.CD₂CH(CH₃)₂ CD₃ CD₃ CD₃
 521. H CD₂CH(CH₃)₂ H H
 522. CD₃ CD₂CH(CH₃)₂ HCD₃
 523. H CD₂CH(CH₃)₂ CD₃ H
 524. H CD₂CH(CH₃)₂ H CD₃
 525. CD₃CD₂CH(CH₃)₂ CD₃ H
 526. CD₃ CD₂CH(CH₃)₂ H CD₃
 527. H CD₂CH(CH₃)₂ CD₃ CD₃528. CD₃ CD₂CH(CH₃)₂ CD₃ CD₃
 529. H H CD₂CH(CH₃)₂ H
 530. CD₃ HCD₂CH(CH₃)₂ H
 531. H CD₃ CD₂CH(CH₃)₂ H
 532. H H CD₂CH(CH₃)₂ CD₃
 533. CD₃CD₃ CD₂CH(CH₃)₂ H
 534. CD₃ H CD₂CH(CH₃)₂ CD₃
 535. H CD₃ CD₂CH(CH₃)₂ CD₃536. CD₃ CD₃ CD₂CH(CH₃)₂ CD₃
 537. CD₂C(CH₃)₃ H H H
 538. CD₂C(CH₃)₃ CD₃ HCD₃
 539. CD₂C(CH₃)₃ H CD₃ H
 540. CD₂C(CH₃)₃ H H CD₃
 541. CD₂C(CH₃)₃ CD₃CD₃ H
 542. CD₂C(CH₃)₃ CD₃ H CD₃
 543. CD₂C(CH₃)₃ H CD₃ CD₃ 544.CD₂C(CH₃)₃ CH₃ CD₃ CD₃
 545. H CD₂C(CH₃)₃ H H
 546. CD₃ CD₂C(CH₃)₃ H CD₃547. H CD₂C(CH₃)₃ CD₃ H
 548. H CD₂C(CH₃)₃ H CD₃
 549. CD₃ CD₂C(CH₃)₃ CD₃H
 550. CD₃ CD₂C(CH₃)₃ H CD₃
 551. H CD₂C(CH₃)₃ CD₃ CD₃
 552. CD₃CD₂C(CH₃)₃ CD₃ CD₃
 553. H H CD₂C(CH₃)₃ H
 554. CD₃ H CD₂C(CH₃)₃ H
 555. HCD₃ CD₂C(CH₃)₃ H
 556. H H CD₂C(CH₃)₃ CD₃
 557. CD₃ CD₃ CD₂C(CH₃)₃ H 558.CD₃ H CD₂C(CH₃)₃ CD₃
 559. H CD₃ CD₂C(CH₃)₃ CD₃
 560. CD₃ CD₃ CD₂C(CH₃)₃CD₃
 561. CD₂C(CH₃)₂CF₃ H H H
 562. CD₂C(CH₃)₂CF₃ CD₃ H CD₃ 563.CD₂C(CH₃)₂CF₃ H CD₃ H
 564. CD₂C(CH₃)₂CF₃ H H CD₃
 565. CD₂C(CH₃)₂CF₃ CD₃CD₃ H
 566. CD₂C(CH₃)₂CF₃ CD₃ H CD₃
 567. CD₂C(CH₃)₂CF₃ H CD₃ CD₃ 568.CD₂C(CH₃)₂CF₃ CD₃ CD₃ CD₃
 569. H CD₂C(CH₃)₂CF₃ H H
 570. CD₃CD₂C(CH₃)₂CF₃ H CD₃
 571. H CD₂C(CH₃)₂CF₃ CD₃ H
 572. H CD₂C(CH₃)₂CF₃ HCD₃
 573. CD₃ CD₂C(CH₃)₂CF₃ CD₃ H
 574. CD₃ CD₂C(CH₃)₂CF₃ H CD₃
 575. HCD₂C(CH₃)₂CF₃ CD₃ CD₃
 576. CD₃ CD₂C(CH₃)₂CF₃ CD₃ CD₃
 577. H HCD₂C(CH₃)₂CF₃ H
 578. CD₃ H CD₂C(CH₃)₂CF₃ H
 579. H CD₃ CD₂C(CH₃)₂CF₃ H580. H H CD₂C(CH₃)₂CF₃ CD₃
 581. CD₃ CD₃ CD₂C(CH₃)₂CF₃ H
 582. CD₃ HCD₂C(CH₃)₂CF₃ CD₃
 583. H CD₃ CD₂C(CH₃)₂CF₃ CD₃
 584. CD₃ CD₃CD₂C(CH₃)₂CF₃ CD₃
 585. CD₂CH₂CF₃ H H H
 586. CD₂CH₂CF₃ CD₃ H CD₃ 587.CD₂CH₂CF₃ H CD₃ H
 588. CD₂CH₂CF₃ H H CD₃
 589. CD₂CH₂CF₃ CD₃ CD₃ H 590.CD₂CH₂CF₃ CD₃ H CD₃
 591. CD₂CH₂CF₃ H CD₃ CD₃
 592. CD₂CH₂CF₃ CD₃ CD₃ CD₃593. H CD₂CH₂CF₃ H H
 594. CD₃ CD₂CH₂CF₃ H CD₃
 595. H CD₂CH₂CF₃ CD₃ H596. H CD₂CH₂CF₃ H CD₃
 597. CD₃ CD₂CH₂CF₃ CD₃ H
 598. CD₃ CD₂CH₂CF₃ H CD₃599. H CD₂CH₂CF₃ CD₃ CD₃
 600. CD₃ CD₂CH₂CF₃ CD₃ CD₃
 601. H H CD₂CH₂CF₃ H602. CD₃ H CD₂CH₂CF₃ H
 603. H CD₃ CD₂CH₂CF₃ H
 604. H H CD₂CH₂CF₃ CD₃605. CD₃ CD₃ CD₂CH₂CF₃ H
 606. CD₃ H CD₂CH₂CF₃ CD₃
 607. H CD₃ CD₂CH₂CF₃CD₃
 608. CD₃ CD₃ CD₂CH₂CF₃ CD₃
 609.

H H H
 610.

CD₃ H CD₃
 611.

H CD₃ H
 612.

H H H
 613.

CD₃ CD₃ CD₃
 614.

CD₃ H CD₃
 615.

H CD₃ CD₃
 616.

CD₃ CD₃ CD₃
 617. H

H H
 618. CD₃

H CD₃
 619. H

CD₃ H
 620. H

H CD₃
 621. CD₃

CD₃ H
 622. CD₃

H CD₃
 623. H

CD₃ CD₃
 624. CD₃

CD₃ CD₃
 625. H H

H
 626. CD₃ H

H
 627. H CD₃

H
 628. H H

CD₃
 629. CD₃ CD₃

H
 630. CD₃ H

CD₃
 631. H CD₃

CD₃
 632. CD₃ CD₃

CD₃
 633.

H H H
 634.

CD₃ H CD₃
 635.

H CD₃ H
 636.

H H CD₃
 637.

CD₃ CD₃ H
 638.

CD₃ H CD₃
 639.

H CD₃ CD₃
 640.

CD₃ CD₃ CD₃
 641. H

H H
 642. CH₃

H CD₃
 643. H

H H
 644. H

H CD₃
 645. CD₃

CD₃ H
 646. CD₃

CD₃ CD₃
 647. H

CD₃ CD₃
 648. CH₃

CD₃ CD₃
 649. H H

H
 650. CD₃ H

H
 651. H CD₃

H
 652. H H

CD₃
 653. CD₃ CD₃

H
 654. CD₃ H

CD₃
 655. H CD₃

CD₃
 656. CD₃ CD₃

CD₃
 657.

H H H
 658.

CD₃ H CD₃
 659.

H CD₃ H
 660.

H H CD₃
 661.

CD₃ CD₃ H
 662.

CD₃ H CD₃
 663.

H CD₃ CD₃
 664.

CD₃ CD₃ CD₃
 665. H

H H
 666. CD₃

H CD₃
 667. H

CD₃ H
 668. H

H CD₃
 669. CD₃

CD₃ H
 670. CD₃

H CD₃
 671. H

CD₃ CD₃
 672. CD₃

CD₃ CD₃
 673. H H

H
 674. CD₃ H

H
 675. H CD₃

H
 676. H H

CD₃
 677. CD₃ CD₃

H
 678. CD₃ H

CD₃
 679. H CD₃

CD₃
 680. CD₃ CD₃

CD₃
 681.

H H H
 682.

CD₃ H CD₃
 683.

H CD₃ H
 684.

H H CD₃
 685.

CD₃ CD₃ H
 686.

CD₃ H CD₃
 687.

H CD₃ CD₃
 688.

CD₃ CD₃ CD₃
 689. H

H H
 690. CD₃

H CD₃
 691. H

CD₃ H
 692. H

H CD₃
 693. CD₃

CD₃ H
 694. CD₃

H CD₃
 695. H

CD₃ CD₃
 696. CD₃

CD₃ CD₃
 697. H H

H
 698. CD₃ H

H
 699. H CD₃

H
 700. H H

CD₃
 701. CD₃ CD₃

H
 702. CD₃ H

CD₃
 703. H CD₃

CD₃
 704. CD₃ CD₃

CD₃
 705.

H H H
 706.

CD₃ H CD₃
 707.

H CD₃ H
 708.

H H CD₃
 709.

CD₃ CD₃ H
 710.

CD₃ H CD₃
 711.

H CD₃ CD₃
 712.

CD₃ CD₃ CD₃
 713. H

H H
 714. CD₃

H CD₃
 715. H

CD₃ H
 716. H

H CD₃
 717. CD₃

CD₃ H
 718. CD₃

H CD₃
 719. H

CD₃ CD₃
 720. CD₃

CD₃ CD₃
 721. H H

H
 722. CD₃ H

H
 723. H CD₃

H
 724. H H

CD₃
 725. CD₃ CD₃

H
 726. CD₃ H

CD₃
 727. H CD₃

CD₃
 728. CD₃ CD₃

CD₃
 729.

H H H
 730.

CD₃ H CD₃
 731.

H CD₃ H
 732.

H H CD₃
 733.

CH₃ CH₃ H
 734.

CD₃ H CD₃
 735.

H CD₃ CD₃
 736.

CD₃ CD₃ CD₃
 737. H

H H
 738. CD₃

H CD₃
 739. H

CD₃ H
 740. H

H CD₃
 741. CD₃

CD₃ H
 742. CD₃

H CD₃
 743. H

CD₃ CD₃
 744. CD₃

CD₃ CD₃
 745. H H

H
 746. CD₃ H

H
 747. H CD₃

H
 748. H H

CH₃
 749. CD₃ CD₃

H
 750. CD₃ H

CD₃
 751. H CD₃

CD₃
 752. CD₃ CD₃

CD₃
 753. CD(CH₃)₂ H CD₂CH₃ H
 754. CD(CH₃)₂ H CD(CH₃)₂ H
 755. CD(CH₃)₂ HCD₂CH(CH₃)₂ H
 756. CD(CH₃)₂ H C(CH₃)₃ H
 757. CD(CH₃)₂ H CD₂C(CH₃)₃ H758. CD(CH₃)₂ H CD₂CH₂CF₃ H
 759. CD(CH₃)₂ H CD₂C(CH₃)₂CF₃ H 760.CD(CH₃)₂ H

H
 761. CD(CH₃)₂ H

H
 762. CD(CH₃)₂ H

H
 763. CD(CH₃)₂ H

H
 764. CD(CH₃)₂ H

H
 765. CD(CH₃)₂ H

H
 766. C(CH₃)₃ H CD₂CH₃ H
 767. C(CH₃)₃ H CD(CH₃)₂ H
 768. C(CH₃)₃ HCD₂CH(CH₃)₂ H
 769. C(CH₃)₃ H C(CH₃)₃ H
 770. C(CH₃)₃ H CD₂C(CH₃)₃ H 771.C(CH₃)₃ H CD₂CH₂CF₃ H
 772. C(CH₃)₃ H CD₂C(CH₃)₂CF₃ H
 773. C(CH₃)₃ H

H
 774. C(CH₃)₃ H

H
 775. C(CH₃)₃ H

H
 776. C(CH₃)₃ H

H
 777. C(CH₃)₃ H

H
 778. C(CH₃)₃ H

H
 779. CD₂C(CH₃)₃ H CD₂CH₃ H
 780. CD₂C(CH₃)₃ H CD(CH₃)₂ H 781.CD₂C(CH₃)₃ H CD₂CH(CH₃)₂ H
 782. CD₂C(CH₃)₃ H C(CH₃)₃ H
 783. CD₂C(CH₃)₃ HCD₂C(CH₃)₃ H
 784. CD₂C(CH₃)₃ H CD₂CH₂CF₃ H
 785. CD₂C(CH₃)₃ HCD₂C(CH₃)₂CF₃ H
 786. CD₂C(CH₃)₃ H

H
 787. CD₂C(CH₃)₃ H

H
 788. CD₂C(CH₃)₃ H

H
 789. CD₂C(CH₃)₃ H

H
 790. CD₂C(CH₃)₃ H

H
 791. CD₂C(CH₃)₃ H

H
 792.

H CD₂CH₃ H
 793.

H CD(CH₃)₂ H
 794.

H CD₂CH(CH₃)₂ H
 795.

H C(CH₃)₃ H
 796.

H CD₂C(CH₃)₃ H
 797.

H CD₂CH₂CF₃ H
 798.

H CD₂C(CH₃)₂CF₃ H
 799.

H

H
 800.

H

H
 801.

H

H
 802.

H

H
 803.

H

H
 804.

H

H
 805.

H CD₂CH₃ H
 806.

H CD(CH₃)₂ H
 807.

H CD₂CH(CH₃)₂ H
 808.

H C(CH₃)₃ H
 809.

H CD₂C(CH₃)₃ H
 810.

H CD₂CH₂CF₃ H
 811.

H CD₂C(CH₃)₂CF₃ H
 812.

H

H
 813.

H

H
 814.

H

H
 815.

H

H
 816.

H

H
 817.

H

H
 818.

H CD₂CH₃ H
 819.

H CD(CH₃)₂ H
 820.

H CD₂CH(CH₃)₂ H
 821.

H C(CH₃)₃ H
 822.

H CD₂C(CH₃)₃ H
 823.

H CD₂CH₂CF₃ H
 824.

H CD₂C(CH₃)₂CF₃ H
 825.

H

H
 826.

H

H
 827.

H

H
 828.

H

H
 829.

H

H
 830.

H

H
 831.

H CD₂CH₃ H
 832.

H CD(CH₃)₂ H
 833.

H CD₂CH(CH₃)₂ H
 834.

H C(CH₃)₃ H
 835.

H CD₂C(CH₃)₃ H
 836.

H CD₂CH₂CF₃ H
 837.

H CD₂C(CH₃)₂CF₃ H
 838.

H

H
 839.

H

H
 840.

H

H
 841.

H

H
 842.

H

H
 843.

H

H
 844.

H CD₂CH₃ H
 845.

H CD(CH₃)₂ H
 846.

H CD₂CH(CH₃)₂ H
 847.

H C(CH₃)₃ H
 848.

H CD₂C(CH₃)₃ H
 849.

H CD₂CH₂CF₃ H
 850.

H CD₂C(CH₃)₂CF₃ H
 851.

H

H
 852.

H

H
 853.

H

H
 854.

H

H
 855.

H

H
 856.

H

H.


16. The compound of claim 15, wherein the compound is selected from thegroup consisting of Compound A-1 through Compound A-4556 and CompoundB-1 through Compound B-229,408; wherein each Compound A-x has theformula Ir(L_(Ai))₂(L_(Bj)); wherein x=268j+i−268, i is an integer from1 to 268, and j is an integer from 1 to 17; where each Compound B-y hasthe formula Ir(L_(Ai))(L_(Ck))₂; wherein y=268k+i−268, i is an integerfrom 1 to 268, and k is an integer from 1 to 856; wherein L_(Ai) has thefollowing structure: L_(A1) to L_(A11) represented by L_(A12) to L_(A20)represented by L_(A21) to L_(A31) represented by

wherein wherein wherein in L_(A1): R¹ = R² = R^(B1), in L_(A12): R¹ =R^(B2) and R² = R^(B1), in L_(A21): R¹ = R² = R^(B1), in L_(A2): R¹ = R²= R^(B2), in L_(A13): R¹ = R^(B3) and R² = R^(B1), in L_(A22): R¹ = R² =R^(B2), in L_(A3): R¹ = R² = R^(B3), in L_(A14): R¹ = R^(B5) and R² =R^(B1), in L_(A23): R¹ = R² = R^(B3), in L_(A4): R¹ = R² = R^(B4), inL_(A15): R¹ = R^(A2) and R² = R^(B1), in L_(A24): R¹ = R² = R^(B4), inL_(A5): R¹ = R² = R^(B5), in L_(A16): R¹ = R^(A28) and R² = R^(B1), inL_(A25): R¹ = R² = R^(B5), in L_(A6): R¹ = R² = R^(B6), in L_(A17): R¹ =R^(B3) and R² = R^(B2), in L_(A26): R¹ = R² = R^(B6), in L_(A7): R¹ = R²= R^(B7), in L_(A18): R¹ = R^(B5) and R² = R^(B2), in L_(A27): R¹ = R² =R^(B7), in L_(A8): R¹ = R² = R^(B8), in L_(A19): R¹ = R^(A2) and R² =R^(B2), in L_(A28): R¹ = R² = R^(B8), in L_(A9): R¹ = R² = R^(A2), and,in L_(A20): R¹ = R^(A28) and R² = R^(B2); in L_(A29): R¹ = R² = R^(A2),in L_(A10): R¹ = R² = R^(A22), in L_(A30): R¹ = R² = R^(A22), and, inL_(A11): R¹ = R² = R^(A28); and, in L_(A31): R¹ = R² = R^(A28); L_(A32)to L_(A42) represented by L_(A43) to L_(A51) represented by L_(A52) toL_(A62) represented by

wherein wherein wherein in L_(A32): R¹ = R² = R^(B1), in L_(A43): R¹ =R^(B2) and R² = R^(B1), in L_(A52): R¹ = R² = R^(B1), in L_(A33): R¹ =R² = R^(B2), in L_(A44): R¹ = R^(B3) and R² = R^(B1), in L_(A53): R¹ =R² = R^(B2), in L_(A34): R¹ = R² = R^(B3), in L_(A45): R¹ = R^(B5) andR² = R^(B1), in L_(A54): R¹ = R² = R^(B3), in L_(A35): R¹ = R² = R^(B4),in L_(A46): R¹ = R^(A2) and R² = R^(B1), in L_(A55): R¹ = R² = R^(B4),in L_(A36): R¹ = R² = R^(B5), in L_(A47): R¹ = R^(A28) and R² = R^(B1),in L_(A56): R¹ = R² = R^(B5), in L_(A37): R¹ = R² = R^(B6), in L_(A48):R¹ = R^(B3) and R² = R^(B2), in L_(A57): R¹ = R² = R^(B6), in L_(A38):R¹ = R² = R^(B7), in L_(A49): R¹ = R^(B5) and R² = R^(B2), in L_(A58):R¹ = R² = R^(B7), in L_(A39): R¹ = R² = R^(B8), in L_(A50): R¹ = R^(A2)and R² = R^(B2), in L_(A59): R¹ = R² = R^(B8), in L_(A40): R¹ = R² =R^(A2), and, in L_(A51): R¹ = R^(A28) and R² = R^(B2); in L_(A60): R¹ =R² = R^(A2), in L_(A41): R¹ = R² = R^(A22), in L_(A61): R¹ = R² =R^(A22), and, in L_(A42): R¹ = R² = R^(A28); and, in L_(A62): R¹ = R² =R^(A28); L_(A63) to L_(A71) represented by L_(A72) to L_(A82)represented by

wherein wherein in L_(A63): R¹ = R^(B2) and R² = R^(B1), in L_(A72): R¹= R² = R^(B1), in L_(A64): R¹ = R^(B3) and R² = R^(B1), in L_(A73): R¹ =R² = R^(B2), in L_(A65): R¹ = R^(B5) and R² = R^(B1), in L_(A74): R¹ =R² = R^(B3), in L_(A66): R¹ = R^(A2) and R² = R^(B1), in L_(A75): R¹ =R² = R^(B4), in L_(A67): R¹ = R^(A28) and R² = R^(B1), in L_(A76): R¹ =R² = R^(B5), in L_(A68): R¹ = R^(B3) and R² = R^(B2), in L_(A77): R¹ =R² = R^(B6), in L_(A69): R¹ = R^(B5) and R² = R^(B2), in L_(A78): R¹ =R² = R^(B7), in L_(A70): R¹ = R^(A2) and R² = R^(B2), in L_(A79): R¹ =R² = R^(B8), and, in L_(A71): R¹ = R^(A28) and R² = R^(B2); in L_(A80):R¹ = R² = R^(A2), in L_(A81): R¹ = R² = R^(A22), and, in L_(A82): R¹ =R² = R^(A28); L_(A83) to L_(A93) represented by L_(A94) to L_(A102)represented by L_(A103) to L_(A113) represented by

wherein wherein wherein in L_(A83): R¹ = R² = R^(B1), in L_(A94): R¹ =R^(B2) and R² = R^(B1), in L_(A103): R¹ = R² = R^(B1), in L_(A84): R¹ =R² = R^(B2), in L_(A95): R¹ = R^(B3) and R² = R^(B1), in L_(A104): R¹ =R² = R^(B2), in L_(A85): R¹ = R² = R^(B3), in L_(A96): R¹ = R^(B5) andR² = R^(B1), in L_(A105): R¹ = R² = R^(B3), in L_(A86): R¹ = R² =R^(B4), in L_(A97): R¹ = R^(A2) and R² = R^(B1), in L_(A106): R¹ = R² =R^(B4), in L_(A87): R¹ = R² = R^(B5), in L_(A98): R¹ = R^(A28) and R² =R^(B1), in L_(A107): R¹ = R² = R^(B5), in L_(A88): R¹ = R² = R^(B6), inL_(A99): R¹ = R^(B3) and R² = R^(B2), in L_(A108): R¹ = R² = R^(B6), inL_(A89): R¹ = R² = R^(B7), in L_(A100): R¹ = R^(B5) and R² = R^(B2), inL_(A109): R¹ = R² = R^(B7), in L_(A90): R¹ = R² = R^(B8), in L_(A101):R¹ = R^(A2) and R² = R^(B2), in L_(A110): R¹ = R² = R^(B8), in L_(A91):R¹ = R² = R^(A2), and, in L_(A102): R¹ = R^(A28) and R² = R^(B2); inL_(A111): R¹ = R² = R^(A2), in L_(A92): R¹ = R² = R^(A22), in L_(A112):R¹ = R² = R^(A22), and, in L_(A93): R¹ = R² = R^(A28); and, in L_(A113):R¹ = R² = R^(A28); L_(A114) to L_(A124) represented by L_(A125) toL_(A133) represented by L_(A134) to L_(A144) represented by

wherein wherein wherein in L_(A114): R¹ = R² = R^(B1), in L_(A125): R¹ =R^(B2) and R² = R^(B1), in L_(A134): R¹ = R² = R^(B1), in L_(A115): R¹ =R² = R^(B2), in L_(A126): R¹ = R^(B3) and R² = R^(B1), in L_(A135): R¹ =R² = R^(B2), in L_(A116): R¹ = R² = R^(B3), in L_(A127): R¹ = R^(B5) andR² = R^(B1), in L_(A136): R¹ = R² = R^(B3), in L_(A117): R¹ = R² =R^(B4), in L_(A128): R¹ = R^(A2) and R² = R^(B1), in L_(A137): R¹ = R² =R^(B4), in L_(A118): R¹ = R² = R^(B5), in L_(A129): R¹ = R^(A28) and R²= R^(B1), in L_(A138): R¹ = R² = R^(B5), in L_(A119): R¹ = R² = R^(B6),in L_(A130): R¹ = R^(B3) and R² = R^(B2), in L_(A139): R¹ = R² = R^(B6),in L_(A120): R¹ = R² = R^(B7), in L_(A131): R¹ = R^(B5) and R² = R^(B2),in L_(A140): R¹ = R² = R^(B7), in L_(A121): R¹ = R² = R^(B8), inL_(A132): R¹ = R^(A2) and R² = R^(B2), in L_(A141): R¹ = R² = R^(B8), inL_(A122): R¹ = R² = R^(A2), and, in L_(A133): R¹ = R^(A28) and R² =R^(B2); in L_(A142): R¹ = R² = R^(A2), in L_(A123): R¹ = R² = R^(A22),in L_(A143): R¹ = R² = R^(A22), and, in L_(A124): R¹ = R² = R^(A28);and, in L_(A144): R¹ = R² = R^(A28); L_(A145) to L_(A155) represented byL_(A156) to L_(A164) represented by L_(A165) to L_(A175) represented by

wherein wherein wherein in L_(A145): R¹ = R² = R^(B1), in L_(A156): R¹ =R^(B2) and R² = R^(B1), in L_(A165): R¹ = R² = R^(B1), in L_(A146): R¹ =R² = R^(B2), in L_(A157): R¹ = R^(B3) and R² = R^(B1), in L_(A166): R¹ =R² = R^(B2), in L_(A147): R¹ = R² = R^(B3), in L_(A158): R¹ = R^(B5) andR² = R^(B1), in L_(A167): R¹ = R² = R^(B3), in L_(A148): R¹ = R² =R^(B4), in L_(A159): R¹ = R^(A2) and R² = R^(B1), in L_(A168): R¹ = R² =R^(B4), in L_(A149): R¹ = R² = R^(B5), in L_(A160): R¹ = R^(A28) and R²= R^(B1), in L_(A169): R¹ = R² = R^(B5), in L_(A150): R¹ = R² = R^(B6),in L_(A161): R¹ = R^(B3) and R² = R^(B2), in L_(A170): R¹ = R² = R^(B6),in L_(A151): R¹ = R² = R^(B7), in L_(A162): R¹ = R^(B5) and R² = R^(B2),in L_(A171): R¹ = R² = R^(B7), in L_(A152): R¹ = R² = R^(B8), inL_(A163): R¹ = R^(A2) and R² = R^(B2), in L_(A172): R¹ = R² = R^(B8), inL_(A153): R¹ = R² = R^(A2), and, in L_(A164): R¹ = R^(A28) and R² =R^(B2); in L_(A173): R¹ = R² = R^(A2), in L_(A154): R¹ = R² = R^(A22),in L_(A174): R¹ = R² = R^(A22), and, in L_(A155): R¹ = R² = R^(A28);and, in L_(A175): R¹ = R² = R^(A28); L_(A176) to L_(A186) represented byLA187 to LA195 represented by L_(A196) to L_(A206) represented by

wherein wherein wherein in L_(A176): R¹ = R² = R^(B1), in L_(A187): R¹ =R^(B2) and R² = R^(B1), in L_(A196): R¹ = R² = R^(B1), in L_(A177): R¹ =R² = R^(B2), in L_(A188): R¹ = R^(B3) and R² = R^(B1), in L_(A197): R¹ =R² = R^(B2), in L_(A178): R¹ = R² = R^(B3), in L_(A189): R¹ = R^(B5) andR² = R^(B1), in L_(A198): R¹ = R² = R^(B3), in L_(A179): R¹ = R² =R^(B4), in L_(A190): R¹ = R^(A2) and R² = R^(B1), in L_(A199): R¹ = R² =R^(B4), in L_(A180): R¹ = R² = R^(B5), in L_(A191): R¹ = R^(A28) and R²= R^(B1), in L_(A200): R¹ = R² = R^(B5), in L_(A181): R¹ = R² = R^(B6),in L_(A192): R¹ = R^(B3) and R² = R^(B2), in L_(A201): R¹ = R² = R^(B6),in L_(A182): R¹ = R² = R^(B7), in L_(A193): R¹ = R^(B5) and R² = R^(B2),in L_(A202): R¹ = R² = R^(B7), in L_(A183): R¹ = R² = R^(B8), inL_(A194): R¹ = R^(A2) and R² = R^(B2), in L_(A203): R¹ = R² = R^(B8), inL_(A184): R¹ = R² = R^(A2), and, in L_(A195): R¹ = R^(A28) and R² =R^(B2); in L_(A204): R¹ = R² = R^(A2), in L_(A185): R¹ = R² = R^(A22),in L_(A205): R¹ = R² = R^(A22), and, in L_(A186): R¹ = R² = R^(A28);and, in L_(A206): R¹ = R² = R^(A28); L_(A207) to L_(A217) represented byL_(A218) to L_(A226) represented by L_(A227) to L_(A237) represented by

wherein wherein wherein in L_(A207): R¹ = R² = R^(B1), in L_(A218): R¹ =R^(B2) and R² = R^(B1), in L_(A227): R¹ = R² = R^(B1), in L_(A208): R¹ =R² = R^(B2), in L_(A219): R¹ = R^(B3) and R² = R^(B1), in L_(A228): R¹ =R² = R^(B2), in L_(A209): R¹ = R² = R^(B3), in L_(A220): R¹ = R^(B5) andR² = R^(B1), in L_(A229): R¹ = R² = R^(B3), in L_(A210): R¹ = R² =R^(B4), in L_(A221): R¹ = R^(A2) and R² = R^(B1), in L_(A230): R¹ = R² =R^(B4), in L_(A211): R¹ = R² = R^(B5), in L_(A222): R¹ = R^(A28) and R²= R^(B1), in L_(A231): R¹ = R² = R^(B5), in L_(A212): R¹ = R² = R^(B6),in L_(A223): R¹ = R^(B3) and R² = R^(B2), in L_(A232): R¹ = R² = R^(B6),in L_(A213): R¹ = R² = R^(B7), in L_(A224): R¹ = R^(B5) and R² = R^(B2),in L_(A233): R¹ = R² = R^(B7), in L_(A214): R¹ = R² = R^(B8), inL_(A225): R¹ = R^(A2) and R² = R^(B2), in L_(A234): R¹ = R² = R^(B8), inL_(A215): R¹ = R² = R^(A2), and, in L_(A226): R¹ = R^(A28) and R² =R^(B2); in L_(A235): R¹ = R² = R^(A2), in L_(A216): R¹ = R² = R^(A22),in L_(A236): R¹ = R² = R^(A22), and, in L_(A217): R¹ = R² = R^(A28);and, in L_(A237): R¹ = R² = R^(A28); L_(A238) to L_(A248) represented byL_(A249) to L_(A257) represented by L_(A258) to L_(A268) represented by

wherein wherein wherein in L_(A238): R¹ = R² = R^(B1), in L_(A249): R¹ =R^(B2) and R² = R^(B1), in L_(A258): R¹ = R² = R^(B1), in L_(A239): R¹ =R² = R^(B2), in L_(A250): R¹ = R^(B3) and R² = R^(B1), in L_(A259): R¹ =R² = R^(B2), in L_(A240): R¹ = R² = R^(B3), in L_(A251): R¹ = R^(B5) andR² = R^(B1), in L_(A260): R¹ = R² = R^(B3), in L_(A241): R¹ = R² =R^(B4), in L_(A252): R¹ = R^(A2) and R² = R^(B1), in L_(A261): R¹ = R² =R^(B4), in L_(A242): R¹ = R² = R^(B5), in L_(A253): R¹ = R^(A28) and R²= R^(B1), in L_(A262): R¹ = R² = R^(B5), in L_(A243): R¹ = R² = R^(B6),in L_(A254): R¹ = R^(B3) and R² = R^(B2), in L_(A263): R¹ = R² = R^(B6),in L_(A244): R¹ = R² = R^(B7), in L_(A255): R¹ = R^(B5) and R² = R^(B2),in L_(A264): R¹ = R² = R^(B7), in L_(A245): R¹ = R² = R^(B8), inL_(A256): R¹ = R^(A2) and R² = R^(B2), in L_(A265): R¹ = R² = R^(B8), inL_(A246): R¹ = R² = R^(A2), and, in L_(A257): R¹ = R^(A28) and R² =R^(B2); in L_(A266): R¹ = R² = R^(A2), in L_(A247): R¹ = R² = R^(A22),in L_(A267): R¹ = R² = R^(A22), and, in L_(A248): R¹ = R² = R^(A28);and, in L_(A268): R¹ = R² = R^(A28);

wherein R^(B1) to R^(B8) have the following structures:

and R^(A2), R^(A22), and R^(A28) have the following structures,

and wherein L_(Bj) has the following structures:


17. A first organic light emitting device comprising: an anode, acathode; and an organic layer, disposed between the anode and thecathode, comprising a heteroleptic compound having a formulaIr(L_(A))_(n)(L)_(3-n): wherein the ligand L_(A) is

wherein the ligand L_(B) is

wherein L_(A) is a different ligand from L_(B); wherein n is 1 or 2;wherein rings A, C, and D are each independently a 5-membered or6-membered carbocyclic or heterocyclic ring; wherein R^(A), R^(C), andR^(D) each independently represent mono, di, tri, or tetra-substitution,or no substitution; wherein R^(B) represents mono, di, tri, ortetra-substitution; wherein at least one R^(B) has the followingstructure:

wherein X¹, X², X³, X⁴, and X⁵ are each independently carbon ornitrogen; wherein R^(A), R^(B), R^(C), R^(D), R^(X), R^(Y), and R^(Z)are each independently selected from the group consisting of hydrogen,deuterium, halogen, alkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy,aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkyl,aryl, heteroaryl, acyl, carbonyl, carboxylic acid, ester, nitrile,isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinationsthereof, and any two adjacent substituents are optionally joined orfused into a ring; wherein R¹, and R² are each independently selectedfrom the group consisting of alkyl, cycloalkyl, partially fluorinatedalkyl, partially fluorinated cycloalkyl, and their partially deuteratedor fully deuterated analogs, and combinations thereof; wherein in eachof the R¹, and R², if a carbon having a fluorine atom attached thereto,then this carbon is separated by at least one carbon atom from the ringE; and wherein in each of the R¹, and R², carbon attaching to ring E isa primary, secondary, tertiary, or a quaternary carbon.
 18. The firstorganic light emitting device of claim 17, wherein the first organiclight emitting device is incorporated into a device selected from thegroup consisting of a consumer product, an electronic component module,an organic light-emitting device, and a lighting panel.
 19. The firstorganic light emitting device of claim 17, wherein the organic layer isan emissive layer and the compound is an emissive dopant or anon-emissive dopant.
 20. The first organic light emitting device ofclaim 17, wherein the organic layer further comprises a host, whereinthe host comprises a triphenylene containing benzo-fused thiophene orbenzo-fused furan; wherein any substituent in the host is an unfusedsubstituent independently selected from the group consisting ofC_(n)H_(2n+1), OC_(n)H_(2n+1), OAr₁, N(C_(n)H_(2n+1))₂, N(Ar₁)(Ar₂),CH═CH—C_(n)H_(2n+1), C≡C—C_(n)H_(2n+1), Ar₁, Ar₁—Ar₂, andC_(n)H_(2n)—Ar₁, or the host has no substitutions; wherein n is from 1to 10; and wherein Ar₁ and Ar₂ are independently selected from the groupconsisting of benzene, biphenyl, naphthalene, triphenylene, carbazole,and heteroaromatic analogs thereof.
 21. The first organic light emittingdevice of claim 17, wherein the organic layer further comprises a host,wherein host comprises at least one chemical group selected from thegroup consisting of carbazole, dibenzothiophene, dibenzofuran,dibenzoselenophene, azacarbazole, aza-dibenzothiophene,aza-dibenzofuran, and aza-dibenzoselenophene.
 22. The first organiclight emitting device of claim 17, wherein the organic layer furthercomprises a host, wherein the host is selected from the group consistingof:

and combinations thereof.
 23. The first organic light emitting device ofclaim 17, wherein the organic layer further comprises a host, whereinthe host comprises a metal complex.
 24. A formulation comprising aheteroleptic compound having a formula Ir(L_(A))_(n)(L_(B))_(3-n):wherein the ligand L_(A) is

wherein the ligand L_(B) is

wherein L_(A) is a different ligand from L_(B); wherein n is 1 or 2;wherein rings A, C, and D are each independently a 5-membered or6-membered carbocyclic or heterocyclic ring; wherein R^(A), R^(C), andR^(D) each independently represent mono, di, tri, or tetra-substitution,or no substitution; wherein R^(B) represents mono, di, tri, ortetra-substitution; wherein at least one R^(B) has the followingstructure:

wherein X¹, X², X³, X⁴, and X⁵ are each independently carbon ornitrogen; wherein R^(A), R^(B), R^(C), R^(D), R^(X), R^(Y), and R^(Z)are each independently selected from the group consisting of hydrogen,deuterium, halogen, alkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy,aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynol,aryl, heteroaryl, acyl, carbonyl, carboxylic acid, ester, nitrile,isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinationsthereof, and any two adjacent substituents are optionally joined orfused into a ring; wherein R¹, and R² are each independently selectedfrom the group consisting of alkyl, cycloalkyl, partially fluorinatedalkyl, partially fluorinated cycloalkyl, and their partially deuteratedor fully deuterated analogs, and combinations thereof; wherein in eachof the R¹, and R², if a carbon having an F atom attached thereto, thenthis carbon is separated by at least one carbon atom from the ring E;and wherein in each of the R¹, and R², carbon attaching to ring E is aprimary, secondary, tertiary, or a quaternary carbon.